4-(3-heterocyclyl-1-benzoyl) pyrazoles and their use as herbicides

ABSTRACT

4-(3-Heterocyclyl-1-benzoyl)pyrazoles of the formula I ##STR1## where: R 1  and R 3  are each hydrogen, nitro, halogen, cyano, alkyl, haloalkyl, alkoxy, haloalkoxy, alkylthio, haloalkylthio, alkylsulfinyl, haloalkylsulfinyl, alkylsulfonyl, haloalkylsulfonyl, aminosulfonyl, N-alkylaminosulfonyl, N,N-dialkyl)aminosulfonyl, N-alkylsulfonylamino, N-haloalkylsulfonylamino, N-alkyl-N-alkylsulfonylamino or N-alkyl-N-haloalkylsulfonylamino; 
     R 2  is a 5- or 6-membered heterocyclyl radical with or without substitution which comprises 1 to 4 identical or different hetero atoms from the following group: oxygen, sulfur or nitrogen; 
     R 4  is hydrogen, halogen or alkyl; 
     R 5  is substituted pyrazole which is attached in position 4; 
     and agriculturally useful salts thereof; processes for preparing the 4-(3-heterocyclyl-1-benzoyl)pyrazoles; compositions comprising them; and the use of these derivatives or these compositions comprising them for controlling undesirable plants.

The present invention relates to 4-(3-heterocyclyl-1-benzoyl)pyrazolesof the formula I ##STR2## where: R¹ and R³ are each hydrogen, nitro,halogen, cyano, C₁ -C₆ -alkyl, C₁ -C₆ -haloalkyl, C₁ -C₆ -alkoxy, C₁ -C₆-haloalkoxy, C₁ -C₆ -alkylthio, C₁ -C₆ -haloalkylthio, C₁ -C₆-alkylsulfinyl, C₁ -C₆ -haloalkylsulfinyl, C₁ -C₆ -alkylsulfonyl, C₁ -C₆-haloalkylsulfonyl, aminosulfonyl, N-(C₁ -C₆ -alkyl)aminosulfonyl,N,N-di(C₁ -C₆ -alkyl)aminosulfonyl, N-(C₁ -C₆ -alkylsulfonyl)amino,N-(C₁ -C₆ -haloalkylsulfonyl)amino, N-(C₁ -C₆ -alkyl)-N-(C₁ -C₆-alkylsulfonyl)amino or N-(C₁ -C₆ -alkyl)-N-(C₁ -C₆-haloalkylsulfonyl)amino;

R² is a 5- or 6-membered heterocyclyl radical with or withoutsubstitution which comprises one to four identical or different heteroatoms selected from the following group: oxygen, sulfur or nitrogen;

R⁴ is hydrogen, halogen or C₁ -C₆ -alkyl;

R⁵ is a pyrazole of the formula II ##STR3## which is attached inposition 4 where

R⁶ is C₁ -C₆ -alkyl;

R⁷ is C₁ -C₆ -alkyl, C₃ -C₆ -alkenyl, C₃ -C₆ -haloalkenyl, C₃ -C₆-alkynyl, C₃ -C₆ -haloalkynyl, C₃ -C₆ -cycloalkyl, C₁ -C₆-alkylcarbonyl, C₂ -C₆ -alkenylcarbonyl, C₂ -C₆ -alkynylcarbonyl, C₃ -C₆-cycloalkylcarbonyl, C₁ -C₆ -alkoxycarbonyl, C₃ -C₆ -alkenyloxycarbonyl,C₃ -C₆ -alkynyloxycarbonyl, C₁ -C₆ -alkylaminocarbonyl, C₃ -C₆-alkenylaminocarbonyl, C₃ -C₆ -alkynylaminocarbonyl, di(C₁ -C₆-alkyl)aminocarbonyl, N-(C₃ -C₆ -alkenyl)-N-(C₁ -C₆-alkyl)aminocarbonyl, N-(C₃ -C₆ -alkynyl)-N-(C₁ -C₆-alkyl)aminocarbonyl, N-(C₁ -C₆ -alkoxy)-N-(C₁ -C₆ -alkyl)aminocarbonyl,N-(C₃ -C₆ -alkenyl)-N-(C₁ -C₆ -alkoxy)aminocarbonyl, N-(C₃ -C₆-alkynyl)-N-(C₁ -C₆ -alkoxy)aminocarbonyl, di(C₁ -C₆-alkyl)aminothiocarbonyl, C₁ -C₆ -alkylcarbonyl-C₁ -C₆ -alkyl, C₁ -C₆-alkoxyimino-C₁ -C₆ -alkyl, N-(C₁ -C₆ -alkylamino)imino-C₁ -C₆ -alkyl orN-(di-C₁ -C₆ -alkylamino)imino-C₁ -C₆ -alkyl, where the alkyl,cycloalkyl and alkoxy radicals mentioned may be partially or fullyhalogenated and/or may carry one to three of the following groups:cyano, hydroxyl, C₁ -C₄ -alkoxy, C₁ -C₄ -alkylthio, di(C₁ -C₄-alkyl)amino, C₁ -C₄ -alkylcarbonyl, C₁ -C₄ -alkoxycarbonyl, C₁ -C₄-alkoxy-C₁ -C₄ -alkoxycarbonyl, di(C₁ -C₄ -alkyl)amino-C₁ -C₄-alkoxycarbonyl, hydroxycarbonyl, C₁ -C₄ -alkylaminocarbonyl, di(C₁ -C₄-alkyl)aminocarbonyl, aminocarbonyl, C₁ -C₄ -alkylcarbonyloxy or C₃ -C₆-cycloalkyl;

is phenyl, heterocyclyl, phenyl-C₁ -C₆ -alkyl, heterocyclyl-C₁ -C₆-alkyl, phenylcarbonyl-C₁ -C₆ -alkyl, heterocyclylcarbonyl-C₁ -C₆-alkyl, phenylcarbonyl, heterocyclylcarbonyl, phenoxycarbonyl,heterocyclyloxycarbonyl, phenylaminocarbonyl, N-(C₁ -C₆-alkyl)-N-(phenyl)aminocarbonyl, heterocyclylaminocarbonyl, N-(C₁ -C₆-alkyl)-N-(heterocyclyl)aminocarbonyl, phenyl-C₂ -C₆ -alkenylcarbonyl orheterocyclyl-C₂ -C₆ -alkenylcarbonyl, where the phenyl and theheterocyclyl radical of the last 16 substituents may be partially orfully halogenated and/or may carry one to three of the followingradicals: nitro, cyano, C₁ -C₄ -alkyl, C₁ -C₄ -haloalkyl, C₁ -C₄ -alkoxyor C₁ -C₄ -haloalkoxy;

R⁸ is hydrogen, C₁ -C₆ -alkyl or C₁ -C₆ -haloalkyl;

and agriculturally useful salts thereof.

In addition, the invention relates to processes for preparing compoundsof the formula I, to compositions comprising them and to the use ofthese derivatives or of the compositions comprising them for controllingharmful plants.

Pyrazol-4-ylbenzoyl derivatives are disclosed in the literature, forexample in EP-A 282 944, WO 96/26206 and the earlier German patentapplication DE-A 19 701 446. However, the herbicidal properties of theprior art compounds and their crop plant safety are not entirelysatisfactory. It is an object of the present invention to provide novel,in particular herbicidally active, compounds having improved properties.

We have found this object is achieved by the4-(3-heterocyclyl-1-benzoyl)pyrazoles of the formula I and theirherbicidal activity.

Furthermore, we have found herbicidal compositions which comprise thecompounds I and have very good herbicidal activity. Moreover, we havefound processes for preparing these compositions and methods forcontrolling undesirable vegetation using the compounds I.

Depending on the substitution pattern, the compounds of the formula Imay contain one or more chiral centers and, if this is the case, arepresent as mixtures of enantiomers or diastereomers. The inventionprovides both the pure enantiomers or diastereomers and mixturesthereof.

The compounds of the formula I may also be present in the form of theiragriculturally useful salts, the kind of salt generally not beingimportant. The salts of those cations or the acid addition salts ofthose acids whose cations or anions, respectively, do not adverselyaffect the herbicidal activity of the compounds I are generallysuitable.

Suitable cations are in particular ions of the alkali metals, preferablylithium, sodium and potassium, of the alkaline earth metals, preferablycalcium and magnesium, and of the transition metals, preferablymanganese, copper, zinc and iron, and ammonium, where, if desired, oneto four hydrogen atoms may be replaced by C₁ -C₄ -alkyl, hydroxyl-C₁ -C₄-alkyl, C₁ -C₄ -alkoxy-C₁ -C₄ -alkyl, hydroxyl-C₁ -C₄ -alkoxy-C₁ -C₄-alkyl, phenyl or benzyl, preferably ammonium, dimethylammonium,di-(2-hydroxyeth-1-yl)ammonium,[2-(2-hydroxyeth-1-oxy)eth-1-yl]ammonium, diisopropylammonium,tetramethylammonium, tetrabutylammonium, trimethylbenzylammonium, andfurthermore phosphonium ions, sulfonium ions, preferably tri(C₁ -C₄-alkyl)sulfonium, and sulfoxonium ions, preferably tri(C₁ -C₄-alkyl)sulfoxonium.

Anions of usable acid addition salts are primarily chloride, bromide,fluoride, hydrogen sulfate, sulfate, dihydrogen phosphate, hydrogenphosphate, nitrate, hydrogen carbonate, carbonate, hexafluorosilicate,hexafluorophosphate, benzoate and the anions of C₁ -C₄ -alkanoic acids,preferably formate, acetate, ropionate and butyrate.

Emphasis is given to the compounds of the formula I according to theinvention where

R² is a 5- or 6-membered heterocyclyl radical which contains one to fouridentical or different hetero atoms selected from the following group:oxygen, sulfur or nitrogen; where the heterocyclyl radical isunsubstituted or carries one to three substituents from the followinggroups:

halogen, cyano, nitro, C₁ -C₄ -alkyl, C₁ -C₄ -alkoxy-C₁ -C₄ -alkyl,di(C₁ -C₄ -alkoxy)-C₁ -C₄ -alkyl, di(C₁ -C₄ -alkyl)amino-C₁ -C₄ -alkyl,[2,2-di(C₁ -C₄ -alkyl)hydrazino-1]-C₁ -C₄ -alkyl, C₁ -C₆-alkyliminooxy-C₁ -C₄ -alkyl, C₁ -C₄ -alkoxycarbonyl-C₁ -C₄ -alkyl, C₁-C₄ -alkylthio-C₁ -C₄ -alkyl, di(C₁ -C₄ -alkyl)aminocarbonyl-C₁ -C₄-alkyl, C₁ -C₄ -haloalkyl, C₁ -C₄ -cyanoalkyl, C₃ -C₆ -cycloalkyl, C₁-C₄ -alkoxy, C₁ -C₄ -alkoxy-C₁ -C₄ -alkoxy, C₁ -C₄ -haloalkoxy, C₁ -C₄-alkylthio, C₁ -C₄ -haloalkylthio, di(C₁ -C₄ -alkyl)amino, C₁ -C₄-alkylcarbonyl, C₁ -C₄ -haloalkylcarbonyl, C₁ -C₄ -alkoxycarbonyl, C₁-C₄ -alkoxy-C₁ -C₄ -alkoxycarbonyl, C₁ -C₄ -haloalkoxycarbonyl, C₃ -C₆-alkenyloxycarbonyl, C₃ -C₆ -alkynyloxycarbonyl, C₁ -C₄-alkylaminocarbonyl, di(C₁ -C₄ -alkyl)aminocarbonyl; phenyl or benzyl,where the last two substituents may in turn be partially or fullyhalogenated and/or may carry one to three of the following groups:nitro, cyano, C₁ -C₄ -alkyl, C₁ -C₄ -haloalkyl, C₁ -C₄ -alkoxy or C₁ -C₄-haloalkoxy;

hydroxyl, which may alternatively be present in the tautomeric form asoxo group;

C₃ -C₆ -spirocycloalkane, where one carbon may be replaced by oxygen orby nitrogen with or without C₁ -C₄ -alkyl-substitution; and/or togetherwith a fused phenyl ring, a C₃ -C₆ -carbocycle or a 5- or 6-memberedheterocycle forms a bicyclic system, where the fused ring system maycarry one to three substituents from the following group: halogen,nitro, cyano, C₁ -C₄ -alkyl, C₁ -C₄ -haloalkyl, C₁ -C₄ -alkoxy or C₁ -C₄-haloalkoxy.

The organic moieties mentioned for the substituents R¹ -R⁸ or asradicals on phenyl and heterocyclyl radicals are collective terms forindividual enumerations of the individual group members. All hydrocarbonchains, i.e. all alkyl, haloalkyl, cyanoalkyl, alkoxy, haloalkoxy,alkylthio, haloalkylthio, alkylsulfinyl, haloalkylsulfinyl,alkylsulfonyl, haloalkylsulfonyl, N-alkylaminosulfonyl,N,N-dialkylaminosulfonyl, dialkylamino, N-alkylsulfonylamino,N-haloalkylsulfonylamino, N-alkyl-N-alkylsulfonylamino,N-alkyl-N-haloalkylsulfonylamino, alkylcarbonyl, haloalkylcarbonyl,alkoxycarbonyl, haloalkoxycarbonyl, alkylcarbonyloxy,alkylaminocarbonyl, dialkylaminocarbonyl, dialkylaminothiocarbonyl,alkoxyalkyl, dialkoxyalkyl, alkylthioalkyl, dialkylaminoalkyl,dialkylhydrazinoalkyl, alkyliminooxyalkyl, alkylcarbonylalkyl,alkoxyiminoalkyl, N-(alkylamino)iminoalkyl, N-(dialkylamino)iminoalkyl,alkoxycarbonylalkyl, dialkylaminocarbonylalkyl, phenylalkenylcarbonyl,heterocyclylalkenylcarbonyl, N-alkoxy-N-alkylaminocarbonyl,N-alkyl-N-phenylaminocarbonyl, N-alkyl-N-heterocyclylaminocarbonyl,phenylalkyl, heterocyclylalkyl, phenylcarbonylalkyl,heterocyclylcarbonylalkyl, dialkylaminoalkoxycarbonyl,alkoxyalkoxycarbonyl, alkenylcarbonyl, alkenyloxycarbonyl,alkenylaminocarbonyl, N-alkenyl-N-alkylaminocarbonyl,N-alkenyl-N-alkoxyaminocarbonyl, alkynylcarbonyl, alkynyloxycarbonyl,alkynylaminocarbonyl, N-alkynyl-N-alkylaminocarbonyl,N-alkynyl-N-alkoxyaminocarbonyl, alkenyl, alkynyl, haloalkenyl,haloalkynyl and alkoxyalkoxy moieties may be straight-chain or branched.Unless stated otherwise, halogenated substituents preferably carry oneto five identical or different halogen atoms. In each case, the meaninghalogen denotes fluorine, chlorine, bromine or iodine.

Examples of other meanings are:

C₁ -C₄ -alkyl: for example methyl, ethyl, propyl, 1-methylethyl, butyl,1-methylpropyl, 2-methylpropyl or 1,1-dimethylethyl;

C₁ -C₆ -alkyl and the alkyl moieties of C₁ -C₆ -alkylcarbonyl-C₁ -C₆-alkyl, C₁ -C₆ -alkoxyimino-C₁ -C₆ -alkyl, N-(C₁ -C₆-alkylamino)imino-C₁ -C₆ -alkyl, N-(di-C₁ -C₆ -alkylamino)imino-C₁ -C₆-alkyl, N-(C₁ -C₆ -alkoxy)-N-(C₁ -C₆ -alkyl)aminocarbonyl, N-(C₃ -C₆-alkenyl)-N-(C₁ -C₆ -alkyl)aminocarbonyl, (C₃ -C₆ -alkynyl)-N-(C₁ -C₆-alkyl)aminocarbonyl, N-(C₁ -C₆ -alkyl)-N-phenylaminocarbonyl, N-(C₁ -C₆-alkyl)-N-heterocyclylaminocarbonyl, phenyl-C₁ -C₆ -alkyl, N-(C₁ -C₆-alkyl)-N-(C₁ -C₆ -alkylsulfonyl)amino, N-(C₁ -C₆ -alkyl)-N-(C₁ -C₆-haloalkylsulfonyl)amino, heterocyclyl-C₁ -C₆ -alkyl, phenylcarbonyl-C₁-C₆ -alkyl, heterocyclylcarbonyl-C₁ -C₆ -alkyl: C₁ -C₄ -alkyl asmentioned above and, for example, pentyl, 1-methylbutyl, 2-methylbutyl,3-methylbutyl, 2,2-dimethylpropyl, 1-ethylpropyl, hexyl,1,1-dimethylpropyl, 1,2-dimethylpropyl, 1-methylpentyl, 2-methylpentyl,3-methylpentyl, 4-methylpentyl, 1,1-dimethylbutyl, 1,2-dimethylbutyl,1,3-dimethylbutyl, 2,2-dimethylbutyl, 2,3-dimethylbutyl,3,3-dimethylbutyl, 1-ethylbutyl, 2-ethylbutyl, 1,1,2-trimethylpropyl,1-ethyl-1-methylpropyl or 1-ethyl-3-methylpropyl;

C₁ -C₄ -haloalkyl: a C₁ -C₄ -alkyl radical as mentioned above which ispartially or fully substituted by fluorine, chlorine, bromine and/oriodine, i.e. for example chloromethyl, dichloromethyl, trichloromethyl,fluoromethyl, difluoromethyl, trifluoromethyl, chlorofluoromethyl,dichlorofluoromethyl, chlorodifluoromethyl, 2-fluoroethyl,2-chloroethyl, 2-bromoethyl, 2-iodoethyl, 2,2-difluoroethyl,2,2,2-trifluoroethyl, 2-chloro-2-fluoroethyl,2-chloro-2,2-difluoroethyl, 2,2-dichloro-2-fluoroethyl,2,2,2-trichloroethyl, pentafluoroethyl, 2-fluoropropyl, 3-fluoropropyl,2,2-difluoropropyl, 2,3-difluoropropyl, 2-chloropropyl, 3-chloropropyl,2,3-dichloropropyl, 2-bromopropyl, 3-bromopropyl, 3,3,3-trifluoropropyl,3,3,3-trichloropropyl, 2,2,3,3,3-pentafluoropropyl, heptafluoropropyl,1-(fluoromethyl)-2-fluoroethyl, 1-(chloromethyl)-2-chloroethyl,1-(bromomethyl)-2-bromoethyl, 4-fluorobutyl, 4-chlorobutyl, 4-bromobutylor nonafluorobutyl;

C₁ -C₆ -haloalkyl: C₁ -C₄ -haloalkyl as mentioned above and, forexample, 5-fluoropentyl, 5-chloropentyl, 5-bromopentyl, 5-iodopentyl,undecafluoropentyl, 6-fluorohexyl, 6-chlorohexyl, 6-bromohexyl,6-iodohexyl or dodecafluorohexyl;

C₁ -C₄ -cyanoalkyl: for example cyanomethyl, 1-cyanoeth-1-yl,2-cyanoeth-1-yl, 1-cyanoprop-1-yl, 2-cyanoprop-1-yl, 3-cyanoprop-1-yl,1-cyanoprop-2-yl, 2-cyanoprop-2-yl, 1-cyanobut-1-yl, 2-cyanobut-1-yl,3-cyanobut-1-yl, 1-cyanobut-1-yl, 1-cyanobut-2-yl, 2-cyanobut-2-yl,1-cyanobut-3-yl, 2-cyanobut-3-yl, 1-cyano-2-methylprop-3-yl,2-cyano-2-methylprop-3-yl, 3-cyano-2-methylprop-3-yl or2-cyanomethylprop-2-yl;

C₁ -C₄ -alkoxy, and the alkoxy moieties of di(C₁ -C₄ -alkoxy)-C₁ -C₄-alkyl: for example methoxy, ethoxy, propoxy, 1-methylethoxy, butoxy,1-methylpropoxy, 2-methylpropoxy or 1,1-dimethylethoxy;

C₁ -C₆ -alkoxy, and the alkoxy moieties of C₁ -C₆ -alkoxyimino-C₁ -C₄-alkyl, N-(C₁ -C₆ -alkoxy)-N-(C₁ -C₆ -alkyl)aminocarbonyl, N-(C₃ -C₆-alkenyl)-N-(C₁ -C₆ -alkoxy)aminocarbonyl and N-(C₃ -C₆ -alkynyl)-N-(C₁-C₆ -alkoxy)aminocarbonyl: C₁ -C₄ -alkoxy as mentioned above and, forexample, pentoxy, 1-methylbutoxy, 2-methylbutoxy, 3-methoxylbutoxy,1,1-dimethylpropoxy, 1,2-dimethylpropoxy, 2,2-dimethylpropoxy,1-ethylpropoxy, hexoxy, 1-methylpentoxy, 2-methylpentoxy,3-methylpentoxy, 4-methylpentoxy, 1,1-dimethylbutoxy,1,2-dimethylbutoxy, 1,3-dimethylbutoxy, 2,2-dimethylbutoxy,2,3-dimethylbutoxy, 3,3-dimethylbutoxy, 1-ethylbutoxy, 2-ethylbutoxy,1,1,2-trimethylpropoxy, 1,2,2-trimethyl- propoxy,1-ethyl-1-methylpropoxy or 1-ethyl-2-methylpropoxy;

C₁ -C₄ -haloalkoxy: a C₁ -C₄ -alkoxy radical as mentioned above which ispartially or fully substituted by fluorine, chlorine, bromine and/oriodine, i.e. for example fluoromethoxy, difluoromethoxy,trifluoromethoxy, chlorodifluoromethoxy, bromodifluoromethoxy,2-fluoroethoxy, 2-chloroethoxy, 2-bromomethoxy, 2-iodoethoxy,2,2-difluoroethoxy, 2,2,2-trifluoroethoxy, 2-chloro-2-fluoroethoxy,2-chloro-2,2-difluoroethoxy, 2,2-dichloro-2-fluoroethoxy,2,2,2-trichloroethoxy, pentafluoroethoxy, 2-fluoropropoxy,3-fluoropropoxy, 2-chloropropoxy, 3-chloropropoxy, 2-bromopropoxy,3-bromopropoxy, 2,2-difluoropropoxy, 2,3-difluoropropoxy,2,3-dichloropropoxy, 3,3,3-trifluoropropoxy, 3,3,3-trichloropropoxy,2,2,3,3,3-pentafluoropropoxy, heptafluoropropoxy,1-(fluoromethyl)-2-fluoroethoxy, 1-(chloromethyl)-2-chloroethoxy,1-(bromomethyl)-2-bromoethoxy, 4-fluorobutoxy, 4-chlorobutoxy,4-bromobutoxy or nonafluorobutoxy;

C₁ -C₆ -haloalkoxy: C₁ -C₄ -haloalkoxy as mentioned above and, forexample, 5-fluoropentoxy, 5-chloropentoxy, 5-bromopentoxy,5-iodopentoxy, undecafluoropentoxy, 6-fluorohexoxy, 6-chlorohexoxy,6-bromohexoxy, 6-iodohexoxy or decafluorohexoxy;

C₁ -C₄ -alkylthio: for example methylthio, ethylthio, propylthio,1-methylethylthio, butylthio, 1-methylpropylthio, 2-methylpropylthio or1,1-dimethylethylthio;

C₁ -C₆ -alkylthio: C₁ -C₄ -alkylthio as mentioned above and, forexample, pentylthio, 1-methylbutylthio, 2-methylbutylthio,3-methylbutylthio, 2, 2-dimethylpropylthio, 1-ethylpropylthio,hexylthio, 1,1-dimethylpropylthio, 1,2-dimethylpropylthio,1-methylpentylthio, 2-methylpentylthio, 3-methylpentylthio,4-methylpentylthio, 1,1-dimethylbutylthio, 1,2-dimethylbutylthio,1,3-dimethylbutylthio, 2,2-dimethylbutylthio, 2,3-dimethylbutylthio,3,3-dimethylbutylthio, 1-ethylbutylthio, 2-ethylbutylthio,1,1,2-trimethylpropylthio, 1,2,2-trimethylpropylthio,1-ethyl-1-methylpropylthio or 1-ethyl-2-methylpropylthio;

C₁ -C₄ -haloalkylthio: a C₁ -C₄ -alkylthio radical as mentioned abovewhich is partially or fully substituted by fluorine, chlorine, bromineand/or iodine, i.e. for example fluoromethylthio, difluoromethylthio,trifluoromethylthio, chlorodifluoromethylthio, bromodifluoromethylthio,2-fluoroethylthio, 2-chloroethylthio, 2-bromoethylthio, 2-iodoethylthio,2,2-difluoroethylthio, 2,2,2-trifluoroethylthio,2,2,2-trichloroethylthio, 2-chloro-2-fluoroethylthio,2-chloro-2,2-difluoroethylthio, 2,2-dichloro-2-fluoroethylthio,pentafluoroethylthio, 2-fluoropropylthio, 3-fluoropropylthio,2-chloropropylthio, 3-chloropropylthio, 2-bromopropylthio,3-bromopropylthio, 2,2-difluoropropylthio, 2,3-difluoropropylthio,2,3-dichloropropylthio, 3,3,3-trifluoropropylthio,3,3,3-trichloropropylthio, 2,2,3,3,3-pentafluoropropylthio,heptafluoropropylthio, 1-(fluoromethyl)-2-fluoroethylthio,1-(chloromethyl)-2-chloroethylthio, 1-(bromomethyl)-2-bromoethylthio,4-fluorobutylthio, 4-chlorobutylthio, 4-bromobutylthio ornonafluorobutylthio;

C₁ -C₆ -haloalkylthio: C₁ -C₄ -haloalkylthio as mentioned above and, forexample, 5-fluoropentylthio, 5-chloropentylthio, 5-bromopentylthio,5-iodopentylthio, undecafluoropentylthio, 6-fluorohexylthio,6-chlorohexylthio, 6-bromohexylthio, 6-iodohexylthio ordodecafluorohexylthio;

C₁ -C₆ -alkylsulfinyl (C₁ -C₆ -alkyl-S(═O)--) : for examplemethylsulfinyl, ethylsulfinyl, propylsulfinyl, 1-methylethylsulfinyl,butylsulfinyl, 1-methylpropylsulfinyl, 2-methylpropylsulfinyl,1,1-dimethylethylsulfinyl, pentylsulfinyl, 1-methylbutylsulfinyl,2-methylbutylsulfinyl, 3-methylbutylsulfinyl,2,2-dimethylpropylsulfinyl, 1-ethylpropylsulfinyl,1,1-dimethylpropylsulfinyl, 1,2-dimethylpropylsulfinyl, hexylsulfinyl,1-methylpentylsulfinyl, 2-methylpentylsulfinyl, 3-methylpentylsulfinyl,4-methylpentylsulfinyl, 1,1-dimethylbutylsulfinyl,1,2-dimethylbutylsulfinyl, 1,3-dimethylbutylsulfinyl,2,2-dimethylbutylsulfinyl, 2,3-dimethylbutylsulfinyl,3,3-dimethylbutylsulfinyl, 1-ethylbutylsulfinyl, 2-ethylbutylsulfinyl,1,1,2-trimethylpropylsulfinyl, 1,2,2-trimethylpropylsulfinyl,1-ethyl-1-methylpropylsulfinyl or 1-ethyl-2-methylpropylsulfinyl;

C₁ -C₆ -haloalkylsulfinyl: a C₁ -C₆ -alkylsulfinyl radical as mentionedabove which is partially or fully substituted by fluorine, chlorine,bromine and/or iodine, i.e. for example fluoromethylsulfinyl,difluoromethylsulfinyl, trifluoromethylsulfinyl,chlorodifluoromethylsulfinyl, bromodifluoromethylsulfinyl,2-fluoroethylsulfinyl, 2-chloroethylsulfinyl, 2-bromoethylsulfinyl,2-iodoethylsulfinyl, 2,2-difluoroethylsulfinyl,2,2,2-trifluoroethylsulfinyl, 2,2,2-trichloroethylsulfinyl,2-chloro-2-fluoroethylsulfinyl, 2-chloro-2,2-difluoroethylsulfinyl,2,2-dichloro-2-fluoroethylsulfinyl, pentafluoroethylsulfinyl,2-fluoropropylsulfinyl, 3-fluoropropylsulfinyl, 2-chloropropylsulfinyl,3-chloropropylsulfinyl, 2-bromopropylsulfinyl, 3-bromopropylsulfinyl,2,2-difluoropropylsulfinyl, 2,3-difluoropropylsulfinyl,2,3-dichloropropylsulfinyl, 3,3,3-trifluoropropylsulfinyl,3,3,3-trichloropropylsulfinyl, 2,2,3,3,3-pentafluoropropylsulfinyl,heptafluoropropylsulfinyl, 1-(fluoromethyl)-2-fluoroethylsulfinyl,1-(chloromethyl)-2-chloroethylsulfinyl,1-(bromomethyl)-2-bromoethylsulfinyl, 4-fluorobutylsulfinyl,4-chlorobutylsulfinyl, 4-bromobutylsulfinyl, nonafluorobutylsulfinyl,5-fluoropentylsulfinyl, 5-chloropentylsulfinyl, 5-bromopentylsulfinyl,5-iodopentylsulfinyl, undecafluoropentylsulfinyl, 6-fluorohexylsulfinyl,6-chlorohexylsulfinyl, 6-bromohexylsulfinyl, 6-iodohexylsulfinyl ordodecafluorohexylsulfinyl;

C₁ -C₆ -alkylsulfonyl(C₁ -C₆ -alkyl-S(═O)₂ --), and the alkylsulfonylradicals of N-(C₁ -C₆ -alkylsulfonyl)amino and N-(C₁ -C₆ -alkyl)-N-(C₁-C₆ -alkylsulfonyl)amino: for example methylsulfonyl, ethylsulfonyl,propylsulfonyl, 1-methylethylsulfonyl, butylsulfonyl,1-methylpropylsulfonyl, 2-methylpropylsulfonyl,1,1-dimethylethylsulfonyl, pentylsulfonyl, 1-methylbutylsulfonyl,2-methylbutylsulfonyl, 3-methylbutylsulfonyl,1,1-dimethylpropylsulfonyl, 1,2-dimethylpropylsulfonyl,2,2-dimethylpropylsulfonyl, 1-ethylpropylsulfonyl, hexylsulfonyl,1-methylpentylsulfonyl, 2-methylpentylsulfonyl, 3-methylpentylsulfonyl,4-methylpentylsulfonyl, 1,1-dimethylbutylsulfonyl,1,2-dimethylbutylsulfonyl, 1,3-dimethylbutylsulfonyl,2,2-dimethylbutylsulfonyl, 2,3-dimethylbutylsulfonyl,3,3-dimethylbutylsulfonyl, 1-ethylbutylsulfonyl, 2-ethylbutylsulfonyl,1,1,2-trimethylpropylsulfonyl, 1,2,2-trimethylpropylsulfonyl,1-ethyl-1-methylpropylsulfonyl or 1-ethyl-2-methylpropylsulfonyl;

C₁ -C₆ -haloalkylsulfonyl, and the haloalkyl radicals of N-(C₁ -C₆-haloalkylsulfonyl)amino and N-(C₁ -C₆ -alkyl)-N-(C₁ -C₆-haloalkylsulfonyl)amino: a C₁ -C₆ -alkylsulfonyl radical as mentionedabove which is partially or fully substituted by fluorine, chlorine,bromine and/or iodine, i.e. for example fluoromethylsulfonyl,difluoromethylsulfonyl, trifluoromethylsulfonyl,chlorodifluoromethylsulfonyl, bromodifluoromethylsulfonyl,2-fluoroethylsulfonyl, 2-chloroethylsulfonyl, 2-bromoethylsulfonyl,2-iodoethylsulfonyl, 2,2-difluoroethylsulfonyl,2,2,2-trifluoroethylsulfonyl, 2-chloro-2-fluoroethylsulfonyl,2-chloro-2,2-difluoroethylsulfonyl, 2,2-dichloro-2-fluoroethylsulfonyl,2,2,2-trichloroethylsulfonyl, pentafluoroethylsulfonyl,2-fluoropropylsulfonyl, 3-fluoropropylsulfonyl, 2-chloropropylsulfonyl,3-chloropropylsulfonyl, 2-bromopropylsulfonyl, 3-bromopropylsulfonyl,2,2-difluoropropylsulfonyl, 2,3-difluoropropylsulfonyl,2,3-dichloropropylsulfonyl, 3,3,3-trifluoropropylsulfonyl,3,3,3-trichloropropylsulfonyl, 2,2,3,3,3-pentafluoropropylsulfonyl,heptafluoropropylsulfonyl, 1-(fluoromethyl)-2-fluoroethylsulfonyl,1-(chloromethyl)-2-chloroethylsulfonyl,1-(bromomethyl)-2-bromoethylsulfonyl, 4-fluorobutylsulfonyl,4-chlorobutylsulfonyl, 4-bromobutylsulfonyl, nonafluorobutylsulfonyl,5-fluoropentylsulfonyl, 5-chloropentylsulfonyl, 5-bromopentylsulfonyl,5-iodopentylsulfonyl, 6-fluorohexylsulfonyl, 6-bromohexylsulfonyl,6-iodohexylsulfonyl or dodecafluorohexylsulfonyl;

C₁ -C₆ -alkylamino, and the alkylamino radicals of N-(C₁ -C₆-alkylamino)imino-C₁ -C₆ -alkyl, i.e. for example methylamino,ethylamino, propylamino, 1-methylethylamino, butylamino,1-methylpropylamino, 2-methylpropylamino, 1,1-dimethylethylamino,pentylamino, 1-methylbutylamino, 2-methylbutylamino, 3-methylbutylamino,2,2-dimethylpropylamino, 1-ethylpropylamino, hexylamino,1,1-dimethylpropylamino, 1,2-dimethylpropylamino, 1-methylpentylamino,2-methylpentylamino, 3-methylpentylamino, 4-methylpentylamino,1,1-dimethylbutylamino, 1,2-dimethylbutylamino, 1,3-dimethylbutylamino,2,2-dimethylbutylamino, 2,3-dimethylbutylamino, 3,3-dimethylbutylamino,1-ethylbutylamino, 2-ethylbutylamino, 1,1,2-trimethylpropylamino,1,2,2-trimethylpropylamino, 1-ethyl-1-methylpropylamino or1-ethyl-2-methylpropylamino;

(C₁ -C₄ -alkylamino)sulfonyl: for example methylaminosulfonyl,ethylaminosulfonyl, propylaminosulfonyl, 1-methylethylaminosulfonyl,butylaminosulfonyl, 1-methylpropylaminosulfonyl,2-methylpropylaminosulfonyl or 1,1-dimethylethylaminosulfonyl;

(C₁ -C₆ -alkylamino)sulfonyl: (C₁ -C₄ -alkylamino)sulfonyl as mentionedabove and, for example, pentylaminosulfonyl, 1-methylbutylaminosulfonyl,2-methylbutylaminosulfonyl, 3-methylbutylaminosulfonyl,2,2-dimethylpropylaminosulfonyl, 1-ethylpropylaminosulfonyl,hexylaminosulfonyl, 1,1-dimethylpropylaminosulfonyl,1,2-dimethylpropylaminosulfonyl, 1-methylpentylaminosulfonyl,2-methylpentylaminosulfonyl, 3-methylpentylaminosulfonyl,4-methylpentylaminosulfonyl, 1,1-dimethylbutylaminosulfonyl,1,2-dimethylbutylaminosulfonyl, 1,3-dimethylbutylaminosulfonyl,2,2-dimethylbutylaminosulfonyl, 2,3-dimethylbutylaminosulfonyl,3,3-dimethylbutylaminosulfonyl, 1-ethylbutylaminosulfonyl,2-ethylbutylaminosulfonyl, 1,1,2-trimethylpropylaminosulfonyl,1,2,2-trimethylpropylaminosulfonyl, 1-ethyl-1-methylpropylaminosulfonylor 1-ethyl-2-methylpropylaminosulfonyl;

di(C₁ -C₄ -alkyl)aminosulfonyl: for example N,N-dimethylaminosulfonyl,N,N-diethylaminosulfonyl, N,N-di(1-methylethyl)aminosulfonyl,N,N-dipropylaminosulfonyl, N,N-dibutylaminosulfonyl,N,N-di(1-methylpropyl)aminosulfonyl,N,N-di(2-methylpropyl)aminosulfonyl,N,N-di(1,1-dimethylethyl)aminosulfonyl, N-ethyl-N-methylaminosulfonyl,N-methyl-N-propylaminosulfonyl, N-methyl-N-(1-methylethyl)aminosulfonyl,N-butyl-N-methylaminosulfonyl, N-methyl-N-(1-methylpropyl)aminosulfonyl,N-methyl-N-(2-methylpropyl)aminosulfonyl,N-(1,1-dimethylethyl)-N-methylaminosulfonyl,N-ethyl-N-propylaminosulfonyl, N-ethyl-N-(1-methylethyl)aminosulfonyl,N-butyl-N-ethylaminosulfonyl, N-ethyl-N-(1-methylpropyl)aminosulfonyl,N-ethyl-N-(2-methylpropyl)aminosulfonyl,N-ethyl-N-(1,1-dimethylethyl)aminosulfonyl,N-(1-methylethyl)-N-propylaminosulfonyl, N-butyl-N-propylaminosulfonyl,N-(1-methylpropyl)-N-propylaminosulfonyl,N-(2-methylpropyl)-N-propylaminosulfonyl,N-(1,1-dimethylethyl)-N-propylaminosulfonyl,N-butyl-N-(1-methylethyl)aminosulfonyl,N-(1-methylethyl)-N-(1-methylpropyl)aminosulfonyl,N-(1-methylethyl)-N-(2-methylpropyl)aminosulfonyl,N-(1,1-dimethylethyl)-N-(1-methylethyl)aminosulfonyl,N-butyl-N-(1-methylpropyl)aminosulfonyl,N-butyl-N-(2-methylpropyl)aminosulfonyl,N-butyl-N-(1,1-dimethylethyl)aminosulfonyl,N-(1-methylpropyl)-N-(2-methylpropyl)aminosulfonyl,N-(1,1-dimethylethyl)-N-(1-methylpropyl)aminosulfonyl orN-(1,1-dimethylethyl)-N-(2-methylpropyl)aminosulfonyl;

di(C₁ -C₆ -alkyl)aminosulfonyl: di(C₁ -C₄ -alkyl)aminosulfonyl asmentioned above and, for example, N-methyl-N-pentylaminosulfonyl,N-methyl-N-(1-methylbutyl)aminosulfonyl,N-methyl-N-(2-methylbutyl)aminosulfonyl,N-methyl-N-(3-methylbutyl)aminosulfonyl,N-methyl-N-(2,2-dimethylpropyl)aminosulfonyl,N-methyl-N-(1-ethylpropyl)aminosulfonyl, N-methyl-N-hexylaminosulfonyl,N-methyl-N-(1,1-dimethylpropyl)aminoN-methyl-N-N-methyl-N-(1,2-dimethylpropyl)aminosulfonyl,N-methyl-N-(1-methylpentyl)aminosulfonyl,N-methyl-N-(2-methylpentyl)aminosulfonyl,N-methyl-N-(3-methylpentyl)aminosulfonyl,N-methyl-N-(4-methylpentyl)aminosulfonyl,N-methyl-N-(1,1-dimethylbutyl)aminosulfonyl,N-methyl-N-(1,2-dimethylbutyl)aminosulfonyl,N-methyl-N-(1,3-dimethylbutyl)aminosulfonyl,N-methyl-N-(2,2-dimethylbutyl)aminosulfonyl,N-methyl-N-(2,3-dimethylbutyl)aminosulfonyl,N-methyl-N-(3,3-dimethylbutyl)aminosulfonyl,N-methyl-N-(1-ethylbutyl)aminosulfonyl,N-methyl-N-(2-ethylbutyl)aminosulfonyl,N-methyl-N-(1,1,2-trimethylpropyl)aminosulfonyl,N-methyl-N-(1,2,2-trimethylpropyl)aminosulfonyl,N-methyl-N-(1-ethyl-1-methylpropyl)aminosulfonyl,N-methyl-N-(1-ethyl-2-methylpropyl)aminosulfonyl,N-ethyl-N-pentylaminosulfonyl, N-ethyl-N-(1-methylbutyl)aminosulfonyl,N-ethyl-N-(2-methylbutyl)aminosulfonyl,N-ethyl-N-(3-methylbutyl)aminosulfonyl,N-ethyl-N-(2,2-dimethylpropyl)aminosulfonyl,N-ethyl-N-(1-ethylpropyl)aminosulfonyl, N-ethyl-N-hexylaminosulfonyl,N-ethyl-N-(1,1-dimethylpropyl)aminosulfonyl,N-ethyl-N-(1,2-dimethylpropyl)aminosulfonyl,N-ethyl-N-(1-methylpentyl)aminosulfonyl,N-ethyl-N-(2-methylpentyl)aminosulfonyl,N-ethyl-N-(3-methylpentyl)aminosulfonyl,N-ethyl-N-(4-methylpentyl)aminosulfonyl,N-ethyl-N-(1,1-dimethylbutyl)aminosulfonyl,N-ethyl-N-(1,2-dimethylbutyl)aminosulfonyl,N-ethyl-N-(1,3-dimethylbutyl)aminosulfonyl,N-ethyl-N-(2,2-dimethylbutyl)aminosulfonyl,N-ethyl-N-(2,3-dimethylbutyl)aminosulfonyl,N-ethyl-N-(3,3-dimethylbutyl)aminosulfonyl,N-ethyl-N-(1-ethylbutyl)aminosulfonyl,N-ethyl-N-(2-ethylbutyl)aminosulfonyl,N-ethyl-N-(1,1,2-trimethylpropyl)aminosulfonyl,N-ethyl-N-(1,2,2-trimethylpropyl)aminosulfonyl,N-ethyl-N-(1-ethyl-1-methylpropyl)aminosulfonyl,N-ethyl-N-(1-ethyl-2-methylpropyl)aminosulfonyl,N-propyl-N-pentylaminosulfonyl, N-butyl-N-pentylaminosulfonyl,N,N-dipentylaminosulfonyl, N-propyl-N-hexylaminosulfonyl,N-butyl-N-hexylaminosulfonyl, N-pentyl-N-hexylaminosulfonyl orN,N-dihexylaminosulfonyl;

di(C₁ -C₆ -alkyl)amino, and the dialkylamino radicals of di(C₁ -C₄-alkyl)amino-C₁ -C₄ -alkoxycarbonyl and N-(di-C₁ -C₆-alkylamino)imino-C₁ -C₆ -alkyl: for example N,N-dimethylamino,N,N-diethylamino, N,N-dipropylamino, N,N-di(1-methylethyl)amino,N,N-dibutylamino, N,N-di(1-methylpropyl)amino,N,N-di(2-methylpropyl)amino, N,N-di(1,1-dimethylethyl)amino,N-ethyl-N-methylamino, N-methyl-N-propylamino,N-methyl-N-(1-methylethyl)amino, N-butyl-N-methylamino,N-methyl-N-(1-methylpropyl)amino, N-methyl-N-(2-methylpropyl)amino,N-(1,1-dimethylethyl)-N-methylamino, N-ethyl-N-propylamino,N-ethyl-N-(1-methylethyl)amino, N-butyl-N-ethylamino,N-ethyl-N-(1-methylpropyl)amino, N-ethyl-N-(2-methylpropyl)amino,N-ethyl-N-(1,1-dimethylethyl)amino, N-(1-methylethyl)-N-propylamino,N-butyl-N-propylamino, N-(1-methylpropyl)-N-propylamino,N-(2-methylpropyl)-N-propylamino, N-(1,1-dimethylethyl)-N-propylamino,N-butyl-N-(1-methylethyl)amino,N-(1-methylethyl)-N-(1-methylpropyl)amino,N-(1-methylethyl)-N-(2-methylpropyl)amino,N-(1,1-dimethylethyl)-N-(1-methylethyl)amino,N-butyl-N-(1-methylpropyl)amino, N-butyl-N-(2-methylpropyl)amino,N-butyl-N-(1,1-dimethylethyl)amino,N-(1-methylpropyl)-N-(2-methylpropyl)amino,N-(1,1-dimethylethyl)-N-(1-methylpropyl)amino orN-(1,1-dimethylethyl)-N-(2-methylpropyl)amino;

C₁ -C₄ -alkylcarbonyl: for example methylcarbonyl, ethylcarbonyl,propylcarbonyl, 1-methylethylcarbonyl, butylcarbonyl,1-methylpropylcarbonyl, 2-methylpropylcarbonyl or1,1-dimethylethylcarbonyl;

C₁ -C₆ -alkylcarbonyl, and the alkylcarbonyl radicals of C₁ -C₆-alkylcarbonyl-C₁ -C₆ -alkyl: C₁ -C₄ -alkylcarbonyl as mentioned aboveand, for example, pentylcarbonyl, 1-methylbutylcarbonyl,2-methylbutylcarbonyl, 3-methylbutylcarbonyl,2,2-dimethylpropylcarbonyl, 1-ethylpropylcarbonyl, hexylcarbonyl,1,1-dimethylpropylcarbonyl, 1,2-dimethylpropylcarbonyl,1-methylpentylcarbonyl, 2-methylpentylcarbonyl, 3-methylpentylcarbonyl,4-methylpentylcarbonyl, 1,1-dimethylbutylcarbonyl,1,2-dimethylbutylcarbonyl, 1,3-dimethylbutylcarbonyl,2,2-dimethylbutylcarbonyl, 2,3-dimethylbutylcarbonyl,3,3-dimethylbutylcarbonyl, 1-ethylbutylcarbonyl, 2-ethylbutylcarbonyl,1,1,2-trimethylpropylcarbonyl, 1,2,2-trimethylpropylcarbonyl,1-ethyl-1-methylpropylcarbonyl or 1-ethyl-2-methylpropylcarbonyl;

C₁ -C₄ -haloalkylcarbonyl: a C₁ -C₄ -alkylcarbonyl radical as mentionedabove which is partially or fully substituted by fluorine, chlorine,bromine and/or iodine, i.e. for example chloroacetyl, dichloroacetyl,trichloroacetyl, fluoroacetyl, difluoroacetyl, trifluoroacetyl,chlorofluoroacetyl, dichlorofluoroacetyl, chlorodifluoroacetyl,2-fluoroethylcarbonyl, 2-chloroethylcarbonyl, 2-bromoethylcarbonyl,2-iodoethylcarbonyl, 2,2-difluoroethylcarbonyl,2,2,2-trifluoroethylcarbonyl, 2-chloro-2-fluoroethylcarbonyl,2-chloro-2,2-difluoroethylcarbonyl, 2,2-dichloro-2-fluoroethylcarbonyl,2,2,2-trichloroethylcarbonyl, pentafluoroethylcarbonyl,2-fluoropropylcarbonyl, 3-fluoropropylcarbonyl,2,2-difluoropropylcarbonyl, 2,3-difluoropropylcarbonyl,2-chloropropylcarbonyl, 3-chloropropylcarbonyl,2,3-dichloropropylcarbonyl, 2-bromopropylcarbonyl,3-bromopropylcarbonyl, 3,3,3-trifluoropropylcarbonyl,3,3,3-trichloropropylcarbonyl, 2,2,3,3,3-pentafluoropropylcarbonyl,heptafluoropropylcarbonyl, 1-(fluoromethyl)-2-fluoroethylcarbonyl,1-(chloromethyl)-2-chloroethylcarbonyl,1-(bromomethyl)-2-bromoethylcarbonyl, 4-fluorobutylcarbonyl,4-chlorobutylcarbonyl, 4-bromobutylcarbonyl or nonafluorobutylcarbonyl;

C₁ -C₄ -alkoxycarbonyl, and the alkoxycarbonyl moieties of di(C₁ -C₄-alkyl)amino-C₁ -C₄ -alkoxycarbonyl: for example methoxycarbonyl,ethoxycarbonyl, propoxycarbonyl, 1-methylethoxycarbonyl, butoxycarbonyl,1-methylpropoxycarbonyl, 2-methylpropoxycarbonyl or1,1-dimethylethoxycarbonyl;

(C₁ -C₆ -alkoxy)carbonyl: (C₁ -C₄ -alkoxy)carbonyl as mentioned aboveand, for example, pentoxycarbonyl, 1-methylbutoxycarbonyl,2-methylbutoxycarbonyl, 3-methylbutoxycarbonyl,2,2-dimethylpropoxycarbonyl, 1-ethylpropoxycarbonyl, hexoxycarbonyl,1,1-dimethylpropoxycarbonyl, 1,2-dimethylpropoxycarbonyl,1-methylpentoxycarbonyl, 2-methylpentoxycarbonyl,3-methylpentoxycarbonyl, 4-methylpentoxycarbonyl,1,1-dimethylbutoxycarbonyl, 1,2-dimethylbutoxycarbonyl,1,3-dimethylbutoxycarbonyl, 2,2-dimethylbutoxycarbonyl,2,3-dimethylbutoxycarbonyl, 3,3-dimethylbutoxycarbonyl,1-ethylbutoxycarbonyl, 2-ethylbutoxycarbonyl,1,1,2-trimethylpropoxycarbonyl, 1,2,2-trimethylpropoxycarbonyl,1-ethyl-1-methylpropoxycarbonyl or 1-ethyl-2-methylpropoxycarbonyl;

C₁ -C₄ -haloalkoxycarbonyl: a C₁ -C₄ -alkoxycarbonyl radical asmentioned above which is partially or fully substituted by fluorine,chlorine, bromine and/or iodine, i.e. for example fluoromethoxycarbonyl,difluoromethoxycarbonyl, trifluoromethoxycarbonyl,chlorodifluoromethoxycarbonyl, bromodifluoromethoxycarbonyl,2-fluoroethoxycarbonyl, 2-chloroethoxycarbonyl, 2-bromoethoxycarbonyl,2-iodoethoxycarbonyl, 2,2-difluoroethoxycarbonyl,2,2,2-trifluoroethoxycarbonyl, 2-chloro-2-fluoroethoxycarbonyl,2-chloro-2,2-difluoroethoxycarbonyl,2,2-dichloro-2-fluoroethoxycarbonyl, 2,2,2-trichloroethoxycarbonyl,pentafluoroethoxycarbonyl, 2-fluoropropoxycarbonyl,3-fluoropropoxycarbonyl, 2-chloropropoxycarbonyl,3-chloropropoxycarbonyl, 2-bromopropoxycarbonyl, 3-bromopropoxycarbonyl,2,2-difluoropropoxycarbonyl, 2,3-difluoropropoxycarbonyl,2,3-dichloropropoxycarbonyl, 3,3,3-trifluoropropoxycarbonyl,3,3,3-trichloropropoxycarbonyl, 2,2,3,3,3-pentafluoropropoxycarbonyl,heptafluoropropoxycarbonyl, 1-(fluoromethyl)-2-fluoroethoxycarbonyl,1-(chloromethyl)-2-chloroethoxycarbonyl,1-(bromomethyl)-2-bromoethoxycarbonyl, 4-fluorobutoxycarbonyl,4-chlorobutoxycarbonyl, 4-bromobutoxycarbonyl or 4-iodobutoxycarbonyl;

(C₁ -C₄ -alkyl)carbonyloxy: acetyloxy, ethylcarbonyloxy,propylcarbonyloxy, 1-methylethylcarbonyloxy, butylcarbonyloxy,1-methylpropylcarbonyloxy, 2-methylpropylcarbonyloxy or1,1-dimethylethylcarbonyloxy;

(C₁ -C₄ -alkylamino)carbonyl: for example methylaminocarbonyl,ethylaminocarbonyl, propylaminocarbonyl, 1-methylethylaminocarbonyl,butylaminocarbonyl, 1-methylpropylaminocarbonyl,2-methylpropylaminocarbonyl or 1,1-dimethylethylaminocarbonyl;

(C₁ -C₆ -alkylamino)carbonyl: (C₁ -C₄ -alkylamino)carbonyl as mentionedabove and, for example, pentylaminocarbonyl, 1-methylbutylaminocarbonyl,2-methylbutylaminocarbonyl, 3-methylbutylaminocarbonyl,2,2-dimethylpropylaminocarbonyl, 1-ethylpropylaminocarbonyl,hexylaminocarbonyl, 1,1-dimethylpropylaminocarbonyl,1,2-dimethylpropylaminocarbonyl, 1-methylpentylaminocarbonyl,2-methylpentylaminocarbonyl, 3-methylpentylaminocarbonyl,4-methylpentylaminocarbonyl, 1,1-dimethylbutylaminocarbonyl,1,2-dimethylbutylaminocarbonyl, 1,3-dimethylbutylaminocarbonyl,2,2-dimethylbutylaminocarbonyl, 2,3-dimethylbutylaminocarbonyl,3,3-dimethylbutylaminocarbonyl, 1-ethylbutylaminocarbonyl,2-ethylbutylaminocarbonyl, 1,1,2-trimethylpropylaminocarbonyl,1,2,2-trimethylpropylaminocarbonyl, 1-ethyl-1-methylpropylaminocarbonylor 1-ethyl-2-methylpropylaminocarbonyl;

di(C₁ -C₄ -alkyl)aminocarbonyl: for example N,N-dimethylaminocarbonyl,N,N-diethylaminocarbonyl, N,N-di(1-methylethyl)aminocarbonyl,N,N-dipropylaminocarbonyl, N,N-dibutylaminocarbonyl,N,N-di(1-methylpropyl)aminocarbonyl,N,N-di-(2-methylpropyl)aminocarbonyl,N,N-di(1,1-dimethylethyl)aminocarbonyl, N-ethyl-N-methylaminocarbonyl,N-methyl-N-propylaminocarbonyl, N-methyl-N-(1-methylethyl)aminocarbonyl,N-butyl-N-methylaminocarbonyl, N-methyl-N-(1-methylpropyl)aminocarbonyl,N-methyl-N-(2-methylpropyl)aminocarbonyl,N-(1,1-dimethylethyl)-N-methylaminocarbonyl,N-ethyl-N-propylaminocarbonyl, N-ethyl-N-(1-methylethyl)aminocarbonyl,N-butyl-N-ethylaminocarbonyl, N-ethyl-N-(1-methylpropyl)aminocarbonyl,N-ethyl-N-(2-methylpropyl)aminocarbonyl,N-ethyl-N-(1,1-dimethylethyl)aminocarbonyl,N-(1-methylethyl)-N-propylaminocarbonyl, N-butyl-N-propylaminocarbonyl,N-(1-methylpropyl)-N-propylaminocarbonyl,N-(2-methylpropyl)-N-propylaminocarbonyl,N-(1,1-dimethylethyl)-N-propylaminocarbonyl,N-butyl-N-(1-methylethyl)aminocarbonyl,N-(1-methylethyl)-N-(1-methylpropyl)aminocarbonyl,N-(1-methylethyl)-N-(2-methylpropyl)aminocarbonyl,N-(1,1-dimethylethyl)-N-(1-methylethyl)aminocarbonyl,N-butyl-N-(1-methylpropyl)aminocarbonyl,N-butyl-N-(2-methylpropyl)aminocarbonyl,N-butyl-N-(1,1-dimethylethyl)aminocarbonyl,N-(1-methylpropyl)-N-(2-methylpropyl)aminocarbonyl,N-(1,1-dimethylethyl)-N-(1-methylpropyl)aminocarbonyl orN-(1,1-dimethylethyl)-N-(2-methylpropyl)aminocarbonyl;

di(C₁ -C₆ -alkyl)aminocarbonyl: di(C₁ -C₄ -alkyl)aminocarbonyl asmentioned above and, for example, N-methyl-N-pentylaminocarbonyl,N-methyl-N-(1-methylbutyl)aminocarbonyl,N-methyl-N-(2-methylbutyl)aminocarbonyl,N-methyl-N-(3-methylbutyl)aminocarbonyl,N-methyl-N-(2,2-dimethylpropyl)aminocarbonyl,N-methyl-N-(1-ethylpropyl)aminocarbonyl, N-methyl-N-hexylaminocarbonyl,N-methyl-N-(1,1-dimethylpropyl)aminocarbonyl,N-methyl-N-(1,2-dimethylpropyl)aminocarbonyl,N-methyl-N-(1-methylpentyl)aminocarbonyl,N-methyl-N-(2-methylpentyl)aminocarbonyl,N-methyl-N-(3-methylpentyl)aminocarbonyl,N-methyl-N-(4-methylpentyl)aminocarbonyl,N-methyl-N-(1,1-dimethylbutyl)aminocarbonyl,N-methyl-N-(1,2-dimethylbutyl)aminocarbonyl,N-methyl-N-(1,3-dimethylbutyl)aminocarbonyl,N-methyl-N-(2,2-dimethylbutyl)aminocarbonyl,N-methyl-N-(2,3-dimethylbutyl)aminocarbonyl,N-methyl-N-(3,3-dimethylbutyl)aminocarbonyl,N-methyl-N-(1-ethylbutyl)aminocarbonyl,N-methyl-N-(2-ethylbutyl)aminocarbonyl,N-methyl-N-(1,1,2-trimethylpropyl)aminocarbonyl,N-methyl-N-(1,2,2-trimethylpropyl)aminocarbonyl,N-methyl-N-(1-ethyl-1-methylpropyl)aminocarbonyl,N-methyl-N-(1-ethyl-2-methylpropyl)aminocarbonyl,N-ethyl-N-pentylaminocarbonyl, N-ethyl-N-(1-methylbutyl)aminocarbonyl,N-ethyl-N-(2-methylbutyl)aminocarbonyl,N-ethyl-N-(3-methylbutyl)aminocarbonyl,N-ethyl-N-(2,2-dimethylpropyl)aminocarbonyl,N-ethyl-N-(1-ethylpropyl)aminocarbonyl, N-ethyl-N-hexylaminocarbonyl,N-ethyl-N-(1,1-dimethylpropyl)aminocarbonyl,N-ethyl-N-(1,2-dimethylpropyl)aminocarbonyl,N-ethyl-N-(1-methylpentyl)aminocarbonyl,N-ethyl-N-(2-methylpentyl)aminocarbonyl,N-ethyl-N-(3-methylpentyl)aminocarbonyl,N-ethyl-N-(4-methylpentyl)aminocarbonyl,N-ethyl-N-(1,1-dimethylbutyl)aminocarbonyl,N-ethyl-N-(1,2-dimethylbutyl)aminocarbonyl,N-ethyl-N-(1,3-dimethylbutyl)aminocarbonyl,N-ethyl-N-(2,2-dimethylbutyl)aminocarbonyl,N-ethyl-N-(2,3-dimethylbutyl)aminocarbonyl,N-ethyl-N-(3,3-dimethylbutyl)aminocarbonyl,N-ethyl-N-(1-ethylbutyl)aminocarbonyl,N-ethyl-N-(2-ethylbutyl)aminocarbonyl,N-ethyl-N-(1,1,2-trimethylpropyl)aminocarbonyl,N-ethyl-N-(1,2,2-trimethylpropyl)aminocarbonyl,N-ethyl-N-(1-ethyl-1-methylpropyl)aminocarbonyl,N-ethyl-N-(1-ethyl-2-methylpropyl)aminocarbonyl,N-propyl-N-pentylaminocarbonyl, N-butyl-N-pentylaminocarbonyl,N,N-dipentylaminocarbonyl, N-propyl-N-hexylaminocarbonyl,N-butyl-N-hexylaminocarbonyl, N-pentyl-N-hexylaminocarbonyl orN,N-dihexylaminocarbonyl;

di(C₁ -C₆ -alkyl)aminothiocarbonyl: for exampleN,N-dimethylaminothiocarbonyl, N,N-diethylaminothiocarbonyl,N,N-di(1-methylethyl)aminothiocarbonyl, N,N-dipropylaminothiocarbonyl,N,N-dibutylaminothiocarbonyl, N,N-di(1-methylpropyl)aminothiocarbonyl,N,N-di(2-methylpropyl)aminothiocarbonyl,N,N-di(1,1-dimethylethyl)aminothiocarbonyl,N-ethyl-N-methylaminothiocarbonyl, N-methyl-N-propylaminothiocarbonyl,N-methyl-N-(1-methylethyl)aminothiocarbonyl,N-butyl-N-methylaminothiocarbonyl,N-methyl-N-(1-methylpropyl)aminothiocarbonyl,N-methyl-N-(2-methylpropyl)aminothiocarbonyl,N-(1,1-dimethylethyl)-N-methylaminothiocarbonyl,N-ethyl-N-propylaminothiocarbonyl,N-ethyl-N-(1-methylethyl)aminothiocarbonyl,N-butyl-N-ethylaminothiocarbonyl,N-ethyl-N-(1-methylpropyl)aminothiocarbonyl,N-ethyl-N-(2-methylpropyl)aminothiocarbonyl,N-ethyl-N-(1,1-dimethylethyl)aminothiocarbonyl,N-(1-methylethyl)-N-propylaminothiocarbonyl,N-butyl-N-propylaminothiocarbonyl,N-(1-methylpropyl)-N-propylaminothiocarbonyl,N-(2-methylpropyl)-N-propylaminothiocarbonyl,N-(1,1-dimethylethyl)-N-propylaminothiocarbonyl,N-butyl-N-(1-methylethyl)aminothiocarbonyl,N-(1-methylethyl)-N-(1-methylpropyl)aminothiocarbonyl,N-(1-methylethyl)-N-(2-methylpropyl)aminothiocarbonyl,N-(1,1-dimethylethyl)-N-(1-methylethyl)aminothiocarbonyl,N-butyl-N-(1-methylpropyl)aminothiocarbonyl,N-butyl-N-(2-methylpropyl)aminothiocarbonyl,N-butyl-N-(1,1-dimethylethyl)aminothiocarbonyl,N-(1-methylpropyl)-N-(N-(1-methylpropyl)-N-(N-(1-methylpropyl)-N-(N-(1-methylpropyl)-N-(2-methylpropyl)aminothiocarbonyl,N-(1,1-dimethylethyl)-N-(1-methylpropyl)aminothiocarbonyl,N-(1,1-dimethylethyl)-N-(2-methylpropyl)aminothiocarbonyl,N-methyl-N-pentylaminothiocarbonyl,N-methyl-N-(1-methylbutyl)aminothiocarbonyl,N-methyl-N-(2-methylbutyl)aminothiocarbonyl,N-methyl-N-(3-methylbutyl)aminothiocarbonyl,N-methyl-N-(2,2-dimethylpropyl)aminothiocarbonyl,N-methyl-N-(1-ethylpropyl)aminothiocarbonyl,N-methyl-N-hexylaminothiocarbonyl,N-methyl-N-(1,1-dimethylpropyl)aminothiocarbonyl,N-methyl-N-(1,2-dimethylpropyl)aminothiocarbonyl,N-methyl-N-(1-methylpentyl)aminothiocarbonyl,N-methyl-N-(2-methylpentyl)aminothiocarbonyl,N-methyl-N-(3-methylpentyl)aminothiocarbonyl,N-methyl-N-(4-methylpentyl)aminothiocarbonyl,N-methyl-N-(1,1-dimethylbutyl)aminothiocarbonyl,N-methyl-N-(1,2-dimethylbutyl)aminothiocarbonyl,N-methyl-N-(1,3-dimethylbutyl)aminothiocarbonyl,N-methyl-N-(2,2-dimethylbutyl)aminothiocarbonyl,N-methyl-N-(2,3-dimethylbutyl)aminothiocarbonyl,N-methyl-N-(3,3-dimethylbutyl)aminothiocarbonyl,N-methyl-N-(1-ethylbutyl)aminothiocarbonyl,N-methyl-N-(2-ethylbutyl)aminothiocarbonyl,N-methyl-N-ethyl-N-(1,1,2-trimethylpropyl)aminothiocarbonyl,N-methyl-N-(1,2,2-trimethylpropyl)aminothiocarbonyl,N-methyl-N-(1-ethyl-1-methylpropyl)aminothiocarbonyl,N-methyl-N-(1-ethyl-2-methylpropyl)aminothiocarbonyl,N-ethyl-N-pentylaminothiocarbonyl,N-ethyl-N-(1-methylbutyl)aminothiocarbonyl,N-ethyl-N-(2-methylbutyl)aminothiocarbonyl,N-ethyl-N-(3-methylbutyl)aminothiocarbonyl,N-ethyl-N-(2,2-dimethylpropyl)aminothiocarbonyl,N-ethyl-N-(1-ethylpropyl)aminothiocarbonyl,N-ethyl-N-hexylaminothiocarbonyl,N-ethyl-N-(1,1-dimethylpropyl)aminothiocarbonyl,N-ethyl-N-(1,2-dimethylpropyl)aminothiocarbonyl,N-ethyl-N-(1-methylpentyl)aminothiocarbonyl,N-ethyl-N-(2-methylpentyl)aminothiocarbonyl,N-ethyl-N-(3-methylpentyl)aminothiocarbonyl,N-ethyl-N-(4-methylpentyl)aminothiocarbonyl,N-ethyl-N-(1,1-dimethylbutyl)aminothiocarbonyl,N-ethyl-N-(1,2-dimethylbutyl)aminothiocarbonyl,N-ethyl-N-(1,3-dimethylbutyl)aminothiocarbonyl,N-ethyl-N-(2,2-dimethylbutyl)aminothiocarbonyl,N-ethyl-N-(2,3-dimethylbutyl)aminothiocarbonyl,N-ethyl-N-(3,3-dimethylbutyl)aminothiocarbonyl,N-ethyl-N-(1-ethylbutyl)aminothiocarbonyl,N-ethyl-N-(2-ethylbutyl)aminothiocarbonyl,N-ethyl-N-(1,1,2-trimethylpropyl)aminothiocarbonyl,N-ethyl-N-(1,2,2-trimethylpropyl)aminothiocarbonyl,N-ethyl-N-(1-ethyl-1-methylpropyl)aminothiocarbonyl,N-ethyl-N-(1-ethyl-2-methylpropyl)aminothiocarbonyl,N-propyl-N-pentylaminothiocarbonyl, N-butyl-N-pentylaminothiocarbonyl,N,N-dipentylaminothiocarbonyl, N-propyl-N-hexylaminothiocarbonyl,N-butyl-N-hexylaminothiocarbonyl, N-pentyl-N-hexylaminothiocarbonyl orN,N-dihexylaminothiocarbonyl;

C₁ -C₄ -alkoxy-C₁ -C₄ -alkyl and the alkoxyalkoxy moieties of di(C₁ -C₄-alkoxy)-C₁ -C₄ -alkyl: C₁ -C₄ -alkyl which is substituted by C₁ -C₄-alkoxy as mentioned above, i.e. for example methoxymethyl,ethoxymethyl, propoxymethyl, (1-methylethoxy)methyl, butoxymethyl,(1-methylpropoxy)methyl, (2-methylpropoxy)methyl,(1,1-dimethylethoxy)methyl, 2-(methoxy)ethyl, 2-(ethoxy)ethyl,2-(propoxy)ethyl, 2-(1-methylethoxy)ethyl, 2-(butoxy)ethyl,2-(1-methylpropoxy)ethyl, 2-(2-methylpropoxy)ethyl,2-(1,1-dimethylethoxy)ethyl, 2-(methoxy)propyl, 2-(ethoxy)propyl,2-(propoxy)propyl, 2-(1-methylethoxy)propyl, 2-(butoxy)propyl,2-(1-methylpropoxy)propyl, 2-(2-methylpropoxy)propyl,2-(1,1-dimethylethoxy)propyl, 3-(methoxy)propyl, 3-(ethoxy)propyl,3-(propoxy)propyl, 3-(1-methylethoxy)propyl, 3-(butoxy)propyl,3-(1-methylpropoxy)propyl, 3-(2-methylpropoxy)propyl,3-(1,1-dimethylethoxy)propyl, 2-(methoxy)butyl, 2-(ethoxy)butyl,2-(propoxy)butyl, 2-(1-methylethoxy)butyl, 2-(butoxy)butyl,2-(1-methylpropoxy)butyl, 2-(2-methylpropoxy)butyl,2-(1,1-dimethylethoxy)butyl, 3-(methoxy)butyl, 3-(ethoxy)butyl,3-(propoxy)butyl, 3-(1-methylethoxy)butyl, 3-(butoxy)butyl,3-(1-methylpropoxy)butyl, 3-(2-methylpropoxy)butyl,3-(1,1-dimethylethoxy)butyl, 4-(methoxy)butyl, 4-(ethoxy)butyl,4-(propoxy)butyl, 4-(1-methylethoxy)butyl, 4-(butoxy)butyl,4-(1-methylpropoxy)butyl, 4-(2-methylpropoxy)butyl or4-(1,1-dimethylethoxy)butyl;

C₁ -C₄ -alkylthio-C₁ -C₄ -alkyl: C₁ -C₄ -alkyl which is substituted byC₁ -C₄ -alkylthio as mentioned above, i.e. for example methylthiomethyl,ethylthiomethyl, propylthiomethyl, (1-methylethylthio)methyl,butylthiomethyl, (1-methylpropylthio)methyl, (2-methylpropylthio)methyl,(1,1-dimethylethylthio)methyl, 2-methylthioethyl, 2-ethylthioethyl,2-(propylthio)ethyl, 2-(1-methylethylthio)ethyl, 2-(butylthio)ethyl,2-(1-methylpropylthio)ethyl, 2-(2-methylpropylthio)ethyl,2-(1,1-dimethylethylthio)ethyl, 2-(methylthio)propyl,3-(methylthio)propyl, 2-(ethylthio)propyl, 3-(ethylthio)propyl,3-(propylthio)propyl, 3-(butylthio)propyl, 4-(methylthio)butyl,4-(ethylthio)butyl, 4-(propylthio)butyl or 4-(butylthio)butyl;

di(C₁ -C₄ -alkyl)amino-C₁ -C₄ -alkyl: C₁ -C₄ -alkyl which is substitutedby di(C₁ -C₄ -alkyl)amino as mentioned above, i.e. for exampleN,N-dimethylaminomethyl, N,N-diethylaminomethyl,N,N-dipropylaminomethyl, N,N-di(1-methylethyl)aminomethyl,N,N-dibutylaminomethyl, N,N-di(1-methylpropyl)aminomethyl,N,N-di(2-methylpropyl)aminomethyl, N,N-di(l,l-dimethylethyl)aminomethyl,N-ethyl-N-methylaminomethyl, N-methyl-N-propylaminomethyl,N-methyl-N-(1-methylethyl)aminomethyl, N-butyl-N-methylaminomethyl,N-methyl-N-(1-methylpropyl)aminomethyl,N-methyl-N-(2-methylpropyl)aminomethyl,N-(1,1-dimethylethyl)-N-methylaminomethyl, N-ethyl-N-propylaminomethyl,N-ethyl-N-(1-methylethyl)aminomethyl, N-butyl-N-ethylaminomethyl,N-ethyl-N-(1-methylpropyl)aminomethyl,N-ethyl-N-(2-methylpropyl)aminomethyl,N-ethyl-N-(1,1-dimethylethyl)aminomethyl,N-(1-methylethyl)-N-propylaminomethyl, N-butyl-N-propylaminomethyl,N-(1-methylpropyl)-N-propylaminomethyl,N-(2-methylpropyl)-N-propylaminomethyl,N-(1,1-dimethylethyl)-N-propylaminomethyl,N-butyl-N-(1-methylethyl)aminomethyl,N-(1-methylethyl)-N-(1-methylpropyl)aminomethyl,N-(1-methylethyl)-N-(2-methylpropyl)aminomethyl,N-(1,1-dimethylethyl)-N-(1-methylethyl)aminomethyl,N-butyl-N-(1-methylpropyl)aminomethyl,N-butyl-N-(2-methylpropyl)aminomethyl,N-butyl-N-(1,1-dimethylethyl)aminomethyl,N-(1-methylpropyl)-N-(2-methylpropyl)aminomethyl,N-(1,1-dimethylethyl)-N-(1-methylpropyl)aminomethyl,N-(1,1-dimethylethyl)-N-(2-methylpropyl)aminomethyl,2-(N,N-dimethylamino)ethyl, 2-(N,N-diethylamino)ethyl,2-(N,N-dipropylamino)ethyl, 2-[N,N-di(1-methylethyl)amino]ethyl,2-[N,N-dibutylamino]ethyl, 2-[N,N-di(1-methylpropyl)amino]ethyl,2-[N,N-di(2-methylpropyl)amino]ethyl,2-[N,N-di-(1,1-dimethylethyl)amino]ethyl,2-[N-ethyl-N-methylamino]ethyl, 2-[N-methyl-N-propylamino]ethyl,2-[N-methyl-N-(1-methylethyl)amino]ethyl,2-[N-butyl-N-methylamino]ethyl,2-[N-methyl-N-(1-methylpropyl)amino]ethyl,2-[N-methyl-N-(2-methylpropyl)amino]ethyl, 2-[N-(1,1-dimethylethyl)-N-methylamino]ethyl,2-[N-ethyl-N-propylamino]ethyl, 2-[N-ethyl-N-(1-methylethyl)amino]ethyl,2-[N-butyl-N-ethylamino]ethyl, 2-[N-ethyl-N-(1-methylpropyl)amino]ethyl,2-[N-ethyl-N-(2-methylpropyl)amino]ethyl,2-[N-ethyl-N-(1,1-dimethylethylamino]ethyl,2-[N-(1-methylethyl)-N-propylamino]ethyl,2-[N-butyl-N-propylamino]ethyl,2-[N-(1-methylpropyl)-N-propylamino]thyl,2-[N-(2-methylpropyl)-N-propylamino]ethyl,2-[N-(1,1-dimethylethyl)-N-propylamino]ethyl,2-[N-butyl-N-(1-methylethyl)amino]ethyl,2-[N-(1-methylethyl)-N-(1-methylpropyl)amino]ethyl,2-[N-(1-methylethyl)-N-(2-methylpropyl)amino]ethyl,2-[N-(1,1-dimethylethyl)-N-(1-methylethyl)amino]ethyl,2-[N-butyl-N-(1-methylpropyl)amino]ethyl,2-[N-butyl-N-(2-methylpropyl)amino]ethyl,2-[N-butyl-N-(1,1-dimethylethyl)amino]ethyl,2-[N-(1-methylpropyl)-N-(2-methylpropyl)amino]ethyl,2-[N-(1,1-dimethylethyl)-N-(1-methylpropyl)amino]ethyl,2-[N-(1,1-dimethylethyl)-N-(2-methylpropyl)amino]ethyl,3-(N,N-dimethylamino)propyl, 3-(N,N-diethylamino)propyl,4-(N,N-dimethylamino)butyl and 4-(N,N-diethylamino)butyl;

[2,2-di(C₁ -C₄ -alkyl)hydrazino-1]-C₁ -C₄ -alkyl: C₁ -C₄ -alkyl asmentioned above which is substituted by [2,2-di(C₁ -C₄-alkyl)hydrazino-1], i.e. for example (2,2-dimethylhydrazino-1)methyl,(2,2-diethylhydrazino-1)methyl, (2,2-dipropylhydrazino-1)methyl,[2,2-di(1-methylethyl)hydrazino-1)methyl,(2,2-dibutylhydrazino-1)methyl,[2,2-di(1-methylpropyl)hydrazino-1)methyl,[2,2-di(2-methylpropyl)hydrazino-1)methyl,[2,2-di(1,1-dimethylethyl)hydrazino-1)methyl,(2-ethyl-2-methylhydrazino-1)methyl,(2-methyl-2-propylhydrazino-1)methyl,[2-methyl-2-(1-methylethyl)hydrazino-1]methyl,(2-butyl-2-methylhydrazino-1)methyl,[2-methyl-2-(1-methylpropyl)hydrazino-1]methyl,[2-methyl-2-(2-methylpropyl)hydrazino-1]methyl,[2-(1,1-dimethylethyl)-2-methylhydrazino-1]methyl,(2-ethyl-2-propylhydrazino-1)methyl,[2-ethyl-2-(1-methylethyl)hydrazino-1]methyl,(2-butyl-2-ethylhydrazino-1)methyl,[2-ethyl-2-(1-methylpropyl)hydrazino-1]methyl,[2-ethyl-2-(2-methylpropyl)hydrazino-1]methyl,[2-ethyl-2-(1,1-dimethylethyl)hydrazino-1]methyl,[2-(1-methylethyl)-2-propylhydrazino-1]methyl,(2-butyl-2-propylhydrazino-1)methyl,[2-(1-methylpropyl)-2-propylhydrazino-1]methyl,[2-(2-methylpropyl)-2-propylhydrazino-1]methyl,[2-(1,1-dimethylethyl)-2-propylhydrazino-1]methyl,[2-butyl-2-(1-methylethyl)hydrazino-1]methyl,[2-(1-methylethyl)-2-(1-methylpropyl)hydrazino-1]methyl,[2-(1-methylethyl)-2-(2-methylpropyl)hydrazino-1]methyl,[2-(1,1-dimethylethyl)-2-(1-methylethyl)hydrazino-1]methyl,[2-butyl-2-(1-methylpropyl)hydrazino-1]methyl,[2-butyl-2-(2-methylpropyl)hydrazino-1]methyl,[2-butyl-2-(1,1-dimethylethyl)hydrazino-1]methyl,[2-(1-methylpropyl)-2-(2-methylpropyl)hydrazino-1]methyl,[2-(1,1-dimethylethyl)-2-(1-methylpropyl)hydrazino-1]methyl,[2-(1,1-dimethylethyl)-2-(2-methylpropyl)hydrazino-1]methyl,2-(2,2-dimethylhydrazino-1)ethyl, 2-(2,2-diethylhydrazino-1)ethyl,2-(2,2-dipropylhydrazino-1)ethyl,2-[2,2-di(1-methylethyl)hydrazino-1]ethyl,2-(2,2-dibutylhydrazino-1)ethyl,2-[2,2-di(1-methylpropyl)hydrazino-1]ethyl,2-[2,2-di(2-methylpropyl)hydrazino-1]ethyl,2-[2,2-di(1,1-dimethylethyl)hydrazino-1]ethyl,2-(2-ethyl-2-methylhydrazino-1)ethyl,2-(2-methyl-2-propylhydrazino-1)ethyl,2-[2-methyl-2-(1-methylethyl)hydrazino-1]ethyl,2-(2-butyl-2-methylhydrazino-1)ethyl,2-[2-methyl-2-(1-methylpropyl)hydrazino-1]ethyl,2-[2-methyl-2-(2-methylpropyl)hydrazino-1]ethyl,2-[2-(1,1-dimethylethyl)-2-methylhydrazino-1]ethyl,2-(2-ethyl-2-propylhydrazino-1)ethyl,2-[2-ethyl-2-(1-methylethyl)hydrazino-1]ethyl,2-(2-butyl-2-ethylhydrazino-1)ethyl,2-[2-ethyl-2-(1-methylpropyl)hydrazino-1)ethyl,2-[2-ethyl-2-(1-methylpropyl)hydrazino-1]ethyl,2-[2-ethyl-2-(2-methylpropyl)hydrazino-1]ethyl,2-[2-ethyl-2-(1,1-dimethylethyl)hydrazino-1]ethyl,2-[2-(1-methylethyl)-2-propylhydrazino-1]ethyl,2-(2-butyl-2-propylhydrazino-1)ethyl,2-[2-(1-methylpropyl)-2-propylhydrazino-1]ethyl,2-[2-(2-methylpropyl)-2-propylhydrazino-1]ethyl,2-[2-(1,1-dimethylethyl)-2-propylhydrazino-1]ethyl,2-[2-butyl-2-(1-methylethyl)hydrazino-1]ethyl,2-[2-(1-methylethyl)-2-(1-methylpropyl)hydrazino-1]ethyl,2-[2-(1-methylethyl)-2-(2-methylpropyl)hydrazino-1]ethyl,2-[2-(1,1-dimethylethyl)-2-(1-methylethyl)hydrazino-1]ethyl,2-[2-butyl-2-(1-methylpropyl)hydrazino-1]ethyl,2-[2-butyl-2-(2-methylpropyl)hydrazino-1]ethyl,2-[2-butyl-2-(1,1-dimethylethyl)hydrazino-1]ethyl,2-[2-(1-methylpropyl)-2-(2-methylpropyl)hydrazino-1]ethyl,2-[2-(1,1-dimethylethyl)-2-(1-methylpropyl)hydrazino-1]ethyl,2-[2-(1,1-dimethylethyl)-2-(2-methylpropyl)hydrazino-1]ethyl,3-(2,2-dimethylhydrazino-1)propyl, 3-(2,2-diethylhydrazino-1)propyl,4-(2,2-dimethylhydrazino-1)butyl or 4-(2,2-diethylhydrazino-1)butyl;

C₁ -C₆ -alkyliminooxy-C₁ -C₄ -alkyl: C₁ -C₄ -alkyl as mentioned abovewhich is substituted by C₁ -C₆ -alkyliminooxy, i.e. for examplemethyliminooxymethyl, ethyliminooxymethyl, 1-propyliminooxymethyl,2-propyliminooxymethyl, 1-butyliminooxymethyl, 2-butyliminooxymethyl,2-methylprop-1-yliminooxymethyl, 1-pentyliminooxymethyl,2-pentyliminooxymethyl, 3-pentyliminooxymethyl,3-methylbut-2-yliminooxymethyl, 2-methylbut-1-yliminooxymethyl,3-methylbut-1-yliminooxymethyl, 1-hexyliminooxymethyl,2-hexyliminooxymethyl, 3-hexyliminooxymethyl,2-methylpent-1-yliminooxymethyl, 3-methylpent-1-yliminooxymethyl,4-methylpent-1-yliminooxymethyl, 2-ethylbut-1-yliminooxymethyl,3-ethylbut-1-yliminooxymethyl, 2,3-dimethylbut-1-yliminooxymethyl,3-methylpent-2-yliminooxymethyl, 4-methylpent-2-yliminooxymethyl,3,3-dimethylbut-2-yliminooxymethyl, 2-(methyliminooxy)ethyl,2-(ethyliminooxy)ethyl, 2-(1-propyliminooxy)ethyl,2-(2-propyliminooxy)ethyl, 2-(1-butyliminooxy)ethyl,2-(2-butyliminooxy)ethyl, 2-(2-methylprop-1-yliminooxy)ethyl,2-(1-pentyliminooxy)ethyl, 2-(2-pentyliminooxy)ethyl,2-(3-pentyliminooxy)ethyl, 2-(3-methylbut-2-yliminooxy)ethyl,2-(2-methylbut-2-yliminooxy)ethyl, 2-(3-methylbut-1-yliminooxy)ethyl,2-(1-hexyliminooxy)ethyl, 2-(2-hexyliminooxy)ethyl,2-(3-hexyliminooxy)ethyl, 2-(2-methylpent-1-yliminooxy)ethyl,2-(3-methylpent-1-yliminooxy)ethyl, 2-(4-methylpent-1-yliminooxy)ethyl,2-(2-ethylbut-1-yliminooxy)ethyl, 2-(3-ethylbut-1-yliminooxy)ethyl,2-(2,3-dimethylbut-1-yliminooxy)ethyl,2-(3-methylpent-2-yliminooxy)ethyl, 2-(4-methylpent-2-yliminooxy)ethyl,2-(3,3-dimethylbut-2-yliminooxy)ethyl, 3-(methyl iminooxy)propyl,3-(ethyl iminooxy)propyl, 3-(1-propyliminooxy)propyl,3-(2-propyliminooxy)propyl, 4-(methyliminooxy)butyl,4-(ethyliminooxy)butyl, 4-(1-propyliminooxy)butyl or4-(2-propyliminooxy)butyl;

C₁ -C₄ -alkoxycarbonyl-C₁ -C₄ -alkyl: C₁ -C₄ -alkyl which is substitutedby C₁ -C₄ -alkoxycarbonyl as mentioned above, i.e. for examplemethoxycarbonylmethyl, ethoxycarbonylmethyl, propoxycarbonylmethyl,(1-methylethoxycarbonyl)methyl, butoxycarbonylmethyl,(1-methylpropoxycarbonyl)methyl, (2-methylpropoxycarbonyl)methyl,(1,1-dimethylethoxycarbonyl)methyl, 1-(methoxycarbonyl)ethyl,1-(ethoxycarbonyl)ethyl, 1-(propyloxycarbonyl)ethyl,1-(1-methylethoxycarbonyl)ethyl, 1-(butoxycarbonyl)ethyl,1-(1-methylpropoxycarbonyl)ethyl, 1-(2-methylpropoxycarbonyl)ethyl,1-(1,1-dimethylethoxycarbonyl)ethyl, 2-(methoxycarbonyl)ethyl,2-(ethoxycarbonyl)ethyl, 2-(propoxycarbonyl)ethyl,2-(1-methylethoxycarbonyl)ethyl, 2-(butoxycarbonyl)ethyl,2-(1-methylpropoxycarbonyl)ethyl, 2-(2-methylpropoxycarbonyl)ethyl,2-(1,1-dimethylethoxycarbonyl)ethyl, 1-(methoxycarbonyl)propyl,1-(ethoxycarbonyl)propyl, 1-(propoxycarbonyl)propyl,1-(1-methylethoxycarbonyl)propyl, 1-(butoxycarbonyl)propyl,1-(1-methylpropoxycarbonyl)propyl, 1-(2-methylpropoxycarbonyl)propyl,1-(1,1-dimethylethoxycarbonyl)propyl, 2-(methoxycarbonyl)propyl,2-(ethoxycarbonyl)propyl, 2-(propoxycarbonyl)propyl,2-(1-methylethoxycarbonyl)propyl, 2-(butoxycarbonyl)propyl,2-(1-methylpropoxycarbonyl)propyl, 2-(2-methylpropoxycarbonyl)propyl,2-(1,1-dimethylethoxycarbonyl)propyl, 3-(methoxycarbonyl)propyl,3-(ethoxycarbonyl)propyl, 3-(propoxycarbonyl)propyl,3-(1-methylethoxycarbonyl)propyl, 3-(butoxycarbonyl)propyl,3-(1-methylpropoxycarbonyl)propyl, 3-(2-methylpropoxycarbonyl)propyl,3-(1,1-dimethylethoxycarbonyl)propyl, 1-(methoxycarbonyl)butyl,1-(ethoxycarbonyl)butyl, 1-(propyloxycarbonyl)butyl,1-(1-methylethoxycarbonyl)butyl, 1-(butoxycarbonyl)butyl,1-(1-methylpropoxycarbonyl)butyl, 1-(2-methylpropoxycarbonyl)butyl,1-(1,1-dimethylethoxycarbonyl)butyl, 2-(methoxycarbonyl)butyl,2-(ethoxycarbonyl)butyl, 2-(propoxycarbonyl)butyl, 2-(1-methylethoxycarbonyl)butyl, 2-(butoxycarbonyl)butyl,2-(1-methylpropoxycarbonyl)butyl, 2-(2-methylpropoxycarbonyl)butyl,2-(1,1-dimethylethoxycarbonyl)butyl, 3-(methoxycarbonyl)butyl,3-(ethoxycarbonyl)butyl, 3-(propoxycarbonyl)butyl,3-(1-methylethoxycarbonyl)butyl, 3-(butoxycarbonyl)butyl,3-(1-methylpropoxycarbonyl)butyl, 3-(2-methylpropoxycarbonyl)butyl,3-(1,1-dimethylethoxycarbonyl)butyl, 4-(methoxycarbonyl)butyl,4-(ethoxycarbonyl)butyl, 4-(propoxycarbonyl)butyl,4-(1-methylethoxycarbonyl)butyl, 4-(butoxycarbonyl)butyl,4-(1-methylpropoxy)butoxy, 4-(2-methylpropoxy)butoxy or4-(1,1-dimethylethoxycarbonyl)butyl;

di(C₁ -C₄ -alkyl)aminocarbonyl-C₁ -C₄ -alkyl: CL-C₄ -alkyl which issubstituted by di(C₁ -C₄ -alkyl)amino as mentioned above, i.e. forexample N,N-dimethylaminocarbonylmethyl, N,N-diethylaminocarbonylmethyl,N,N-dipropylaminocarbonylmethyl,N,N-di(1-methylethyl)aminocarbonylmethyl,N,N-dibutylaminocarbonylmethyl,N,N-di(1-methylpropyl)aminocarbonylmethyl,N,N-di(2-methylpropyl)aminocarbonylmethyl,N,N-di(1,1-dimethylethyl)aminocarbonylmethyl,N-ethyl-N-methylaminocarbonylmethyl,N-methyl-N-propylaminocarbonylmethyl,N-methyl-N-(1-methylethyl)aminocarbonylmethyl,N-butyl-N-methylaminocarbonylmethyl,N-methyl-N-(1-methylpropyl)aminocarbonylmethyl,N-methyl-N-(2-methylpropyl)aminocarbonylmethyl,N-(1,1-dimethylethyl)-N-methylaminocarbonylmethyl,N-ethyl-N-propylaminocarbonylmethyl,N-ethyl-N-(1-methylethyl)aminocarbonylmethyl,N-butyl-N-ethylaminocarbonylmethyl,N-ethyl-N-(1-methylpropyl)aminocarbonylmethyl,N-ethyl-N-(2-methylpropyl)aminocarbonylmethyl,N-ethyl-N-(1,1-dimethylethyl)aminocarbonylmethyl,N-(1-methylethyl)-N-propylaminocarbonylmethyl,N-butyl-N-propylaminocarbonylmethyl,N-(1-methylpropyl)-N-propylaminocarbonylmethyl,N-(2-methylpropyl)-N-propylaminocarbonylmethyl,N-(1,1-dimethylethyl)-N-propylaminocarbonylmethyl,N-butyl-N-(1-methylethyl)aminocarbonylmethyl,N-(1-methylethyl)-N-(1-methylpropyl)aminocarbonylmethyl,N-(1-methylethyl)-N-(2-methylpropyl)aminocarbonylmethyl,N-(1,1-dimethylethyl)-N-(1-methylethyl)aminocarbonylmethyl,N-butyl-N-(1-methylpropyl)aminocarbonylmethyl,N-butyl-N-(2-methylpropyl)aminocarbonylmethyl,N-butyl-N-(1,1-dimethylethyl)aminocarbonylmethyl,N-(1-methylpropyl)-N-(2-methylpropyl)aminocarbonylmethyl,N-(1,1-dimethylethyl)-N-(1-methylpropyl)aminocarbonylmethyl,N-(1,1-dimethylethyl)-N-(2-methylpropyl)aminocarbonylmethyl,N,N-dimethylaminocarbonylethyl, N,N-diethylaminocarbonylethyl,N,N-dipropylaminocarbonylethyl, N,N-di(1-methylethyl)aminocarbonylethyl,N,N-dibutylaminocarbonylethyl, N,N-di(1-methylpropyl)aminocarbonylethyl,N,N-di(2-methylpropyl)aminocarbonylethyl,N,N-di(1,1-dimethylethyl)aminocarbonylethyl,N-ethyl-N-methylaminocarbonylethyl, N-methyl-N-propylaminocarbonylethyl,N-methyl-N-(1-methylethyl)aminocarbonylethyl,N-butyl-N-methylaminocarbonylethyl,N-methyl-N-(1-methylpropyl)aminocarbonylethyl,N-methyl-N-(2-methylpropyl)aminocarbonylethyl,N-(1,1-dimethylethyl)-N-methylaminocarbonylethyl,N-ethyl-N-propylaminocarbonylethyl,N-ethyl-N-(1-methylethyl)aminocarbonylethyl,N-butyl-N-ethylaminocarbonylethyl,N-ethyl-N-(1-methylpropyl)aminocarbonylethyl,N-ethyl-N-(2-methylpropyl)aminocarbonylethyl,N-ethyl-N-(1,1-dimethylethyl)aminocarbonylethyl,N-(1-methylethyl)-N-propylaminocarbonylethyl,N-butyl-N-propylaminocarbonylethyl,N-(1-methylpropyl)-N-propylaminocarbonylethyl,N-(2-methylpropyl)-N-propylaminocarbonylethyl,N-(1,1-dimethylethyl)-N-propylaminocarbonylethyl,N-butyl-N-(1-methylethyl)aminocarbonylethyl,N-(1-methylethyl)-N-(1-methylpropyl)aminocarbonylethyl,-(1-methylethyl)-N-(2-methylpropyl)aminocarbonylethyl,N-(1,1-dimethylethyl)-N-(1-methylethyl)aminocarbonylethyl,N-butyl-N-(1-methylpropyl)aminocarbonylethyl,N-butyl-N-(2-methylpropyl)aminocarbonylethyl,N-butyl-N-(1,1-dimethylethyl)aminocarbonylethyl,N-(1-methylpropyl)-N-(2-methylpropyl)aminocarbonylethyl,N-(1,1-dimethylethyl)-N-(1-methylpropyl)aminocarbonylethyl,N-(1,1-dimethylethyl)-N-(2-methylpropyl)aminocarbonylethyl,N,N-dimethylaminocarbonylpropyl, N,N-diethylaminocarbonylpropyl,N,N-dipropylaminocarbonylpropyl,N,N-di(1-methylethyl)aminocarbonylpropyl,N,N-dibutylaminocarbonylpropyl,N,N-di(1-methylpropyl)aminocarbonylpropyl,N,N-di(2-methylpropyl)aminocarbonylpropyl,N,N-di(1,1-dimethylethyl)aminocarbonylpropyl,N-ethyl-N-methylaminocarbonylpropyl,N-methyl-N-propylaminocarbonylpropyl,N-methyl-N-(1-methylethyl)aminocarbonylpropyl,N-butyl-N-methylaminocarbonylpropyl,N-methyl-N-(1-methylpropyl)aminocarbonylpropyl,N-methyl-N-(2-methylpropyl)aminocarbonylpropyl,N-(1,1-dimethylethyl)-N-methylaminocarbonylpropyl,N-ethyl-N-propylaminocarbonylpropyl,N-ethyl-N-(1-methylethyl)aminocarbonylpropyl,N-butyl-N-ethylaminocarbonylpropyl,N-ethyl-N-(1-methylpropyl)aminocarbonylpropyl,N-ethyl-N-(2-methylpropyl)aminocarbonylpropyl,N-ethyl-N-(1,1-dimethylethyl)aminocarbonylpropyl,N-(1-methylethyl)-N-propylaminocarbonylpropyl,N-butyl-N-propylaminocarbonylpropyl,N-(1-methylpropyl)-N-propylaminocarbonylpropyl,N-(2-methylpropyl)-N-propylaminocarbonylpropyl,N-(1,1-dimethylethyl)-N-propylaminocarbonylpropyl,N-butyl-N-(1-methylethyl)aminocarbonylpropyl,N-(1-methylethyl)-N-(1-methylpropyl)aminocarbonylpropyl,N-(1-methylethyl)-N-(2-methylpropyl)aminocarbonylpropyl,N-(1,1-dimethylethyl)-N-(1-methylethyl)aminocarbonylpropyl,N-butyl-N-(1-methylpropyl)aminocarbonylpropyl,N-butyl-N-(2-methylpropyl)aminocarbonylpropyl,N-butyl-N-(1,1-dimethylethyl)aminocarbonylpropyl,N-(1-methylpropyl)-N-(2-methylpropyl)aminocarbonylpropyl,N-(1,1-dimethylethyl)-N-(1-methylpropyl)aminocarbonylpropyl,N-(1,1-dimethylethyl)-N-(2-methylpropyl)aminocarbonylpropyl,N,N-dimethylaminocarbonylbutyl, N,N-diethylaminocarbonylpropyl,N,N-dipropylaminocarbonylbutyl, N,N-di(1-methylethyl)aminocarbonylbutyl,N,N-dibutylaminocarbonylbutyl, N,N-di(1-methylpropyl)aminocarbonylbutyl,N,N-di(2-methylpropyl)aminocarbonylbutyl,N,N-di(1,1-dimethylethyl)aminocarbonylbutyl,N-ethyl-N-methylaminocarbonylbutyl, N-methyl-N-propylaminocarbonylbutyl,N-methyl-N-(1-methylethyl)aminocarbonylbutyl,N-butyl-N-methylaminocarbonylbutyl,N-methyl-N-(1-methylpropyl)aminocarbonylbutyl,N-methyl-N-(2-methylpropyl)aminocarbonylbutyl,N-(1,1-dimethylethyl)-N-methylaminocarbonylbutyl,N-ethyl-N-propylaminocarbonylbutyl,N-ethyl-N-(1-methylethyl)aminocarbonylbutyl,N-butyl-N-ethylaminocarbonylbutyl,N-ethyl-N-(1-methylpropyl)aminocarbonylbutyl,N-ethyl-N-(2-methylpropyl)aminocarbonylbutyl,N-ethyl-N-(1,1-dimethylethyl)aminocarbonylbutyl,N-(1-methylethyl)-N-propylaminocarbonylbutyl,N-butyl-N-propylaminocarbonylbutyl,N-(1-methylpropyl)-N-propylaminocarbonylbutyl,N-(2-methylpropyl)-N-propylaminocarbonylbutyl,N-(1,1-dimethylethyl)-N-propylaminocarbonylbutyl,N-butyl-N-(1-methylethyl)aminocarbonylbutyl,N-(1-methylethyl)-N-(1-methylpropyl)aminocarbonylbutyl,N-(1-methylethyl)-N-(2-methylpropyl)aminocarbonylbutyl,N-(1,1-dimethylethyl)-N-(1-methylethyl)aminocarbonylbutyl,N-butyl-N-(1-methylpropyl)aminocarbonylbutyl,N-butyl-N-(2-methylpropyl)aminocarbonylbutyl,N-butyl-N-(1,1-dimethylethyl)aminocarbonylbutyl,N-(1-methylpropyl)-N-(2-methylpropyl)aminocarbonylbutyl,N-(1,1-dimethylethyl)-N-(1-methylpropyl)aminocarbonylbutyl orN-(1,1-dimethylethyl)-N-(2-methylpropyl)aminocarbonylbutyl;

C₁ -C₄ -alkoxy-C₁ -C₄ -alkoxy, and the alkoxyalkoxy moieties of C₁ -C₄-alkoxy-C₁ -C₄ -alkoxycarbonyl: C₁ -C₄ -alkoxy which is substituted byC₁ -C₄ -alkoxy as mentioned above, i.e. for example methoxymethoxy,ethoxymethoxy, propoxymethoxy, (1-methylethoxy)methoxy, butoxymethoxy,(1-methylpropoxy)methoxy, (2-methylpropoxy)methoxy,(1,1-dimethylethoxy)methoxy, 2-(methoxy)ethoxy, 2-(ethoxy)ethoxy,2-(propoxy)ethoxy, 2-(1-methylethoxy)ethoxy, 2-(butoxy)ethoxy,2-(1-methylpropoxy)ethoxy, 2-(2-methylpropoxy)ethoxy,2-(1,1-dimethylethoxy)ethoxy, 2-(methoxy)propoxy, 2-(ethoxy)propoxy,2-(propoxy)propoxy, 2-(1-methylethoxy)propoxy, 2-(butoxy)propoxy,2-(1-methylpropoxy)propoxy, 2-(2-methylpropoxy)propoxy,2-(1,1-dimethylethoxy)propoxy, 3-(methoxy)propoxy, 3-(ethoxy)propoxy,3-(propoxy)propoxy, 3-(1-methylethoxy)propoxy, 3-(butoxy)propoxy,3-(1-methylpropoxy)propoxy, 3-(2-methylpropoxy)propoxy,3-(1,1-dimethylethoxy)propoxy, 2-(methoxy)butoxy, 2-(ethoxy)butoxy,2-(propoxy)butoxy, 2-(1-methylethoxy)butoxy, 2-(butoxy)butoxy,2-(1-methylpropoxy)butoxy, 2-(2-methylpropoxy)butoxy,2-(1,1-dimethylethoxy)butoxy, 3-(methoxy)butoxy, 3-(ethoxy)butoxy,3-(propoxy)butoxy, 3-(1-methylethoxy)butoxy, 3-(butoxy)butoxy,3-(1-methylpropoxy)butoxy, 3-(2-methylpropoxy)butoxy,3-(1,1-dimethylethoxy)butoxy, 4-(methoxy)butoxy, 4-(ethoxy)butoxy,4-(propoxy)butoxy, 4-(1-methylethoxy)butoxy, 4-(butoxy)butoxy,4-(1-methylpropoxy)butoxy, 4-(2-methylpropoxy)butoxy or4-(1,1-dimethylethoxy)butoxy;

C₃ -C₆ -alkenyl and the alkenyl moieties of C₃ -C₆ -alkenylcarbonyl, C₃-C₆ -alkenyloxycarbonyl, C₃ -C₆ -alkenylaminocarbonyl, N-(C₃ -C₆-alkenyl)-N-(C₁ -C₆ -alkyl)aminocarbonyl, N-(C₃ -C₆ -alkenyl)-N-(C₁ -C₆-alkoxy)aminocarbonyl: for example prop-2-en-1-yl, but-1-en-4-yl,1-methylprop-2-en-1-yl, 2-methylprop-2-en-1-yl, 2-buten-1-yl,1-penten-3-yl, 1-penten-4-yl, 2-penten-4-yl, 1-methylbut-2-en-1-yl,2-methylbut-2-en-1-yl, 3-methylbut-2-en-1-yl, 1-methylbut-3-en-1-yl,2-methylbut-3-en-1-yl, 3-methylbut-3-en-1-yl,1,1-dimethylprop-2-en-1-yl, 1,2-dimethylprop-2-en-1-yl,1-ethylprop-2-en-1-yl, hex-3-en-1-yl, hex-4-en-1-yl, hex-5-en-1-yl,1-methylpent-3-en-1-yl, 2-methylpent-3-en-1-yl, 3-methylpent-3-en-1-yl,4-methylpent-3-en-1-yl, 1-methylpent-4-en-1-yl, 2-methylpent-4-en-1-yl,3-methylpent-4-en-1-yl, 4-methylpent-4-en-1-yl,1,1-dimethylbut-2-en-1-yl, 1,1-dimethylbut-3-en-1-yl,1,2-dimethylbut-2-en-1-yl, 1,2-dimethylbut-3-en-1-yl,1,3-dimethylbut-2-en-1-yl, 1,3-dimethylbut-3-en-1-yl,2,2-dimethylbut-3-en-1-yl, 2,3-dimethylbut-2-en-1-yl,2,3-dimethylbut-3-en-1-yl, 3,3-dimethylbut-2-en-1-yl,1-ethylbut-2-en-1-yl, 1-ethylbut-3-en-1-yl, 2-ethylbut-2-en-1-yl,2-ethylbut-3-en-1-yl, 1,1,2-trimethylprop-2-en-1-yl,1-ethyl-1-methylprop-2-en-1-yl or 1-ethyl-2-methylprop-2-en-1-yl;

C₂ -C₆ -alkenyl and the alkenyl moieties of C₂ -C₆ -alkenylcarbonyl,phenyl-C₂ -C₆ -alkenylcarbonyl and heterocyclyl-C₂ -C₆ -alkenylcarbonyl:C₃ -C₆ -alkenyl as mentioned above, and ethenyl;

C₃ -C₆ -haloalkenyl: a C₃ -C₆ -alkenyl radical as mentioned above whichis partially or fully substituted by fluorine, chlorine, bromine and/oriodine, ie. for example 2-chloroallyl, 3-chloroallyl, 2,3-dichloroallyl,3,3-dichloroallyl, 2,3,3-trichloroallyl, 2,3-dichlorobut-2-enyl,2-bromoallyl, 3-bromoallyl, 2,3-dibromoallyl, 3,3-dibromoallyl,2,3,3-tribromoallyl or 2,3-dibromobut-3-enyl;

C₃ -C₆ -alkynyl, and the alkynyl moieties of C₃ -C₆ -alkynylcarbonyl, C₃-C₆ -alkynyloxycarbonyl, C₃ -C₆ -alkynylaminocarbonyl, N-(C₃ -C₆-alkynyl)-N-(C₁ -C₆ -alkyl)aminocarbonyl, N-(C₃ -C₆ -alkynyl)-N-(C₁ -C₆-alkoxy)aminocarbonyl: for example propargyl, but-1-yn-3-yl,but-1-yn-4-yl, but-2-yn-1-yl, pent-1-yn-3-yl, pent-1-yn-4-yl,pent-1-yn-5-yl, pent-2-yn-1-yl, pent-2-yn-1-yl, pent-2-yn-4-yl,pent-2-yn-5-yl, 3-methylbut-1-yn-3-yl, 3-methylbut-1-yn-4-yl,hex-1-yn-3-yl, hex-1-yn-4-yl, hex-1-yn-5-yl, hex-1-yn-6-yl,hex-2-yn-1-yl, hex-2-yn-4-yl, hex-2-yn-5-yl, hex-2-yn-6-yl,hex-3-yn-1-yl, hex-3-yn-2-yl, 3-methylpent-1-yn-3-yl,3-methylpent-1-yn-4-yl, 3-methylpent-1-yn-5-yl, 4-methylpent-2-yn-4-ylor 4-methylpent-2-yn-5-yl;

C₂ -C₆ -alkynyl, and the alkynyl moieties of C₂ -C₆ -alkynylcarbonyl: C₃-C₆ -alkynyl as mentioned above, and ethynyl;

C₃ -C₆ -haloalkynyl: a C₃ -C₆ -alkynyl radical as mentioned above whichis partially or fully substituted by fluorine, chlorine, bromine and/oriodine, i.e. for example 1,1-difluoroprop-2-yn-1-yl,3-iodoprop-2-yn-1-yl, 4-fluorobut-2-yn-1-yl, 4-chlorobut-2-yn-1-yl,1,1-difluorobut-2-yn-1-yl, 4-iodobut-3-yn-1-yl, 5-fluoropent-3-yn-1-yl,5-iodopent-4-yn-1-yl, 6-fluorohex-4-yn-1-yl or 6-iodohex-5-yn-1-yl;

C₃ -C₆ -cycloalkyl, and the cycloalkyl moieties of C₃ -C₆-cycloalkylcarbonyl: for example cyclopropyl, cyclobutyl, cyclopentyl orcyclohexyl;

C₃ -C₆ -spirocycloalkane (a C₃ -C₆ -cycloalkyl radical where one ringmember--the so-called spiro atom--belongs both to the C₃ -C₆ -cycloalkylradical and to the radical to which the cyclic radical is attached): forexample spirocyclopropyl, spirocyclobutyl, spirocyclopentyl orspirocyclohexyl;

heterocyclyl, and heterocyclyl moieties of heterocyclyl- carbonyl,heterocyclyl-C₁ -C₆ -alkyl, heterocyclyloxycarbonyl,heterocyclylcarbonyl-C₁ -C₆ -alkyl, N-(C₁ -C₆-alkyl)-N-(heterocyclyl)aminocarbonyl, heterocyclylaminocarbonyl: asaturated, partially saturated or unsaturated 5- or 6-memberedheterocyclic ring which contains one to four identical or differenthetero atoms selected from the following group: oxygen, sulfur ornitrogen, and can be bonded via C or N, i.e. for example C-bonded5-membered saturated rings such as:

tetrahydrofuran-2-yl, tetrahydrofuran-3-yl, tetrahydrothien-2-yl,tetrahydrothien-3-yl, tetrahydropyrrol-2-yl, tetrahydropyrrol-3-yl,tetrahydropyrazol-3-yl, tetrahydropyrazol-4-yl, tetrahydroisoxazol-3-yl,tetrahydroisoxazol-4-yl, tetrahydroisoxazol-5-yl, 1,2-oxathiolan-3-yl,1,2-oxathiolan-4-yl, 1,2-oxathiolan-5-yl, tetrahydroisothiazol-3-yl,tetrahydroisothiazol-4-yl, tetrahydroisothiazol-5-yl,1,2-dithiolan-3-yl, 1,2-dithiolan-4-yl, tetrahydroimidazol-2-yl,tetrahydroimidazol-4-yl, tetrahydrooxazol-2-yl, tetrahydrooxazol-4-yl,tetrahydrooxazol-5-yl, tetrahydrothiazol-2-yl, tetrahydrothiazol-4-yl,tetrahydrothiazol-5-yl, 1,3-dioxolan-2-yl, 1,3-dioxolan-4-yl,1,3-oxathiolan-2-yl, 1,3-oxathiolan-4-yl, 1,3-oxathiolan-5-yl,1,3-dithiolan-2-yl, 1,3-dithiolan-4-yl, 1,3,2-dioxathiolan-4-yl;

C-bonded 5-membered partially saturated rings such as:

2,3-dihydrofuran-2-yl, 2,3-dihydrofuran-3-yl, 2,5-dihydrofuran-2-yl,2,5-dihydrofuran-3-yl, 4,5-dihydrofuran-2-yl, 4,5-dihydrofuran-3-yl,2,3-dihydrothien-2-yl, 2,3-dihydrothien-3-yl, 2,5-dihydrothien-2-yl,2,5-dihydrothien-3-yl, 4,5-dihydrothien-2-yl, 4,5-dihydrothien-3-yl,2,3-dihydro-1H-pyrrol-2-yl, 2,3-dihydro-1H-pyrrol-3-yl,2,5-dihydro-1H-pyrrol-2-yl, 2,5-dihydro-1H-pyrrol-3-yl,4,5-dihydro-1H-pyrrol-2-yl, 4,5-dihydro-1H-pyrrol-3-yl,3,4-dihydro-2H-pyrrol-2-yl, 3,4-dihydro-2H-pyrrol-3-yl,3,4-dihydro-5H-pyrrol-2-yl, 3,4-dihydro-5H-pyrrol-3-yl,4,5-dihydro-1H-pyrazol-3-yl, 4,5-dihydro-1H-pyrazol-4-yl,4,5-dihydro-1H-pyrazol-5-yl, 2,5-dihydro-1H-pyrazol-3-yl,2,5-dihydro-1H-pyrazol-4-yl, 2,5-dihydro-1H-pyrazol-5-yl,4,5-dihydroisoxazol-3-yl, 4,5-dihydroisoxazol-4-yl,4,5-dihydroisoxazol-5-yl, 2,5-dihydroisoxazol-3-yl,2,5-dihydroisoxazol-4-yl, 2,5-dihydroisoxazol-5-yl,2,3-dihydroisoxazol-3-yl, 2,3-dihydroisoxazol-4-yl,2,3-dihydroisoxazol-5-yl, 4,5-dihydroisothiazol-3-yl,4,5-dihydroisothiazol-4-yl, 4,5-dihydroisothiazol-5-yl,2,5-dihydroisothiazol-3-yl, 2,5-dihydroisothiazol-4-yl,2,5-dihydroisothiazol-5-yl, 2,3-dihydroisothiazol-3-yl,2,3-dihydroisothiazol-4-yl, 2,3-dihydroisothiazol-5-yl, Δ³-1,2-dithiol-3-yl, Δ³ -1,2-dithiol-4-yl, Δ³ -1,2-dithiol-5-yl,4,5-dihydro-1H-imidazol-2-yl, 4,5-dihydro-1H-imidazol-4-yl,4,5-dihydro-1H-imidazol-5-yl, 2,5-dihydro-1H-imidazol-2-yl,2,5-dihydro-1H-imidazol-4-yl, 2,5-dihydro-1H-imidazol-5-yl,2,3-dihydro-1H-imidazol-2-yl, 2,3-dihydro-1H-imidazol-4-yl,4,5-dihydrooxazol-2-yl, 4,5-dihydrooxazol-4-yl, 4,5-dihydrooxazol-5-yl,2,5-dihydrooxazol-2-yl, 2,5-dihydrooxazol-4-yl, 2,5-dihydrooxazol-5-yl,2,3-dihydrooxazol-2-yl, 2,3-dihydrooxazol-4-yl, 2,3-dihydrooxazol-5-yl,4,5-dihydrothiazol-2-yl, 4,5-dihydrothiazol-4-yl,4,5-dihydrothiazol-5-yl, 2,5-dihydrothiazol-2-yl,2,5-dihydrothiazol-4-yl, 2,5-dihydrothiazol-5-yl,2,3-dihydrothiazol-2-yl, 2,3-dihydrothiazol-4-yl,2,3-dihydrothiazol-5-yl, 1,3-dioxol-2-yl, 1,3-dioxol-4-yl,1,3-dithiol-2-yl, 1,3-dithiol-4-yl, 1,3-oxathiol-2-yl,1,3-oxathiol-4-yl, 1,3-oxathiol-5-yl, 1,2,3-Δ² -oxadiazolin-4-yl, 1,2,3-Δ² -oxadiazolin-5-yl, 1,2,4-Δ⁴ -oxadiazolin-3-yl, 1,2,4-Δ⁴-oxadiazolin-5-yl, 1,2,4-Δ² -oxadiazolin-3-yl, 1,2,4-Δ²-oxadiazolin-5-yl, 1,2,4-Δ³ -oxadiazolin-3-yl, 1,2,4-Δ³-oxadiazolin-5-yl, 1,3,4-Δ² -oxadiazolin-2-yl, 1,3,4-Δ²-oxadiazolin-5-yl, 1,3,4-Δ³ -oxadiazolin-2-yl, 1,3,4-oxadiazolin-2-yl,1,2,4-Δ⁴ -thiadiazolin-3-yl, 1,2,4-Δ⁴ -thiadiazolin-5-yl, 1,2,4-Δ³-thiadiazolin-3-yl, 1,2,4-Δ³ -thiadiazolin-5-yl, 1,2,4-Δ²-thiadiazolin-3-yl, 1,2,4-Δ² -thiadiazolin-5-yl, 1,3,4-Δ²-thiadiazolin-2-yl, 1,3,4-Δ² -thiadiazolin-5-yl, 1,3,4-Δ³-thiadiazolin-2-yl, 1,3,4-thiadiazolin-2-yl, 1,2,3-Δ² -triazolin-4-yl,1,2,3-Δ² -triazolin-5-yl, 1,2,4-Δ² -triazolin-3-yl, 1,2,4-Δ²-triazolin-5-yl, 1,2,4-Δ³ -triazolin-3-yl, 1,2,4-Δ³ -triazolin-5-yl,1,2,4-Δ¹ -triazolin-2-yl, 1,2,4-triazolin-3-yl, 3H-1,2,4-dithiazol-5-yl,2H-1,3,4-dithiazol-5-yl, 2H-1,3,4-oxathiazol-5-yl;

C-bonded 5-membered unsaturated rings such as:

2-furyl, 3-furyl, 2-thienyl, 3-thienyl, pyrrol-2-yl, pyrrol-3-yl,pyrazol-3-yl, pyrazol-4-yl, isoxazol-3-yl, isoxazol-4-yl, isoxazol-5-yl,isothiazol-3-yl, isothiazol-4-yl, isothiazol-5-yl, imidazol-2-yl,imidazol-4-yl, oxazol-2-yl, oxazol-4-yl, oxazol-5-yl, thiazol-2-yl,thiazol-4-yl, thiazol-5-yl, 1,2,3-oxadiazol-4-yl, 1,2,3-oxadiazol-5-yl,1,2,4-oxadiazol-3-yl, 1,2,4,-oxadiazol-5-yl, 1,3,4-oxadiazol-2-yl,1,2,3-thiadiazol-4-yl, 1,2,3-thiadiazol-5-yl, 1,2,4-thiadiazol-3-yl,1,2,4-thiadiazol-5-yl, 1,3,4-thiadiazolyl-2-yl, 1,2,3-triazol-4-yl,1,2,4-triazol-3-yl, tetrazol-5-yl;

C-bonded 6-membered saturated rings such as:

tetrahydropyran-2-yl, tetrahydropyran-3-yl, tetrahydropyran-4-yl,piperidin-2-yl, piperidin-3-yl, piperidin-4-yl,tetrahydrothiopyran-2-yl, tetrahydrothiopyran-3-yl,tetrahydrothiopyran-4-yl, 1,3-dioxan-2-yl, 1,3-dioxan-4-yl,1,3-dioxan-5-yl, 1,4-dioxan-2-yl, 1,3-dithian-2-yl, 1,3-dithian-4-yl,1,3-dithian-5-yl, 1,4-dithian-2-yl, 1,3-oxathian-2-yl,1,3-oxathian-4-yl, 1,3-oxathian-5-yl, 1,3-oxathian-6-yl,1,4-oxathian-2-yl, 1,4-oxathian-3-yl, 1,2-dithian-3-yl,1,2-dithian-4-yl, hexahydropyrimidin-2-yl, hexahydropyrimidin-4-yl,hexahydropyrimidin-5-yl, hexahydropyrazin-2-yl, hexahydropyridazin-3-yl,hexahydropyridazin-4-yl, tetrahydro-1,3-oxazin-2-yl,tetrahydro-1,3-oxazin-4-yl, tetrahydro-1,3-oxazin-5-yl,tetrahydro-1,3-oxazin-6-yl, tetrahydro-1,3-thiazin-2-yl,tetrahydro-1,3-thiazin-4-yl, tetrahydro-1,3-thiazin-5-yl,tetrahydro-1,3-thiazin-6-yl, tetrahydro-1,4-thiazin-2-yl,tetrahydro-1,4-thiazin-3-yl, tetrahydro-1,4-oxazin-2-yl,tetrahydro-1,4-oxazin-3-yl, tetrahydro-1,2-oxazin-3-yl,tetrahydro-1,2-oxazin-4-yl, tetrahydro-1,2-oxazin-5-yl,tetrahydro-1,2-oxazin-6-yl;

C-bonded 6-membered partially saturated rings such as:

2H-3,4-dihydropyran-6-yl, 2H-3,4-dihydropyran-5-yl,2H-3,4-dihydropyran-4-yl, 2H-3,4-dihydropyran-3-yl,2H-3,4-dihydropyran-2-yl, 2H-3,4-dihydropyran-6-yl,2H-3,4-dihydrothiopyran-5-yl, 2H-3,4-dihydrothiopyran-4-yl,2H-3,4-dihydropyran-3-yl, 2H-3,4-dihydropyran-2-yl,1,2,3,4-tetrahydropyridin-6-yl, 1,2,3,4-tetrahydropyridin-5-yl,1,2,3,4-tetrahydropyridin-4-yl, 1,2,3,4-tetrahydropyridin-3-yl,1,2,3,4-tetrahydropyridin-2-yl, 2H-5,6-dihydropyran-2-yl,2H-5,6-dihydropyran-3-yl, 2H-5,6-dihydropyran-4-yl,2H-5,6-dihydropyran-5-yl, 2H-5,6-dihydropyran-6-yl,2H-5,6-dihydrothiopyran-2-yl, 2H-5,6-dihydrothiopyran-3-yl,2H-5,6-dihydrothiopyran-4-yl, 2H-5,6-dihydrothiopyran-5-yl,2H-5,6-dihydrothiopyran-6-yl, 1,2,5,6-tetrahydropyridin-2-yl,1,2,5,6-tetrahydropyridin-3-yl, 1,2,5,6-tetrahydropyridin-4-yl,1,2,5,6-tetrahydropyridin-5-yl, 1,2,5,6-tetrahydropyridin-6-yl,2,3,4,5-tetrahydropyridin-2-yl, 2,3,4,5-tetrahydropyridin-3-yl,2,3,4,5-tetrahydropyridin-4-yl, 2,3,4,5-tetrahydropyridin-5-yl,2,3,4,5-tetrahydropyridin-6-yl, 4H-pyran-2-yl, 4H-pyran-3-yl-,4H-pyran-4-yl, 4H-thiopyran-2-yl, 4H-thiopyran-3-yl, 4H-thiopyran-4-yl,1,4-dihydropyridin-2-yl, 1,4-dihydropyridin-3-yl,1,4-dihydropyridin-4-yl, 2H-pyran-2-yl, 2H-pyran-3-yl, 2H-pyran-4-yl,2H-pyran-5-yl, 2H-pyran-6-yl, 2H-thiopyran-2-yl, 2H-thiopyran-3-yl,2H-thiopyran-4-yl, 2H-thiopyran-5-yl, 2H-thiopyran-6-yl,1,2-dihydropyridin-2-yl, 1,2-dihydropyridin-3-yl,1,2-dihydropyridin-4-yl, 1,2-dihydropyridin-5-yl,1,2-dihydropyridin-6-yl, 3,4-dihydropyridin-2-yl,3,4-dihydropyridin-3-yl, 3,4-dihydropyridin-4-yl,3,4-dihydropyridin-5-yl, 3,4-dihydropyridin-6-yl,2,5-dihydropyridin-2-yl, 2,5-dihydropyridin-3-yl,2,5-dihydropyridin-4-yl, 2,5-dihydropyridin-5-yl,2,5-dihydropyridin-6-yl, 2,3-dihydropyridin-2-yl,2,3-dihydropyridin-3-yl, 2,3-dihydropyridin-4-yl,2,3-dihydropyridin-5-yl, 2,3-dihydropyridin-6-yl,2H-5,6-dihydro-1,2-oxazin-3-yl, 2H-5,6-dihydro-1,2-oxazin-4-yl,2H-5,6-dihydro-1,2-oxazin-5-yl, 2H-5,6-dihydro-1,2-oxazin-6-yl,2H-5,6-dihydro-1,2-thiazin-3-yl, 2H-5,6-dihydro-1,2-thiazin-4-yl,2H-5,6-dihydro-1,2-thiazin-5-yl, 2H-5,6-dihydro-1,2-thiazin-6-yl,4H-5,6-dihydro-1,2-oxazin-3-yl, 4H-5,6-dihydro-1,2-oxazin-4-yl,4H-5,6-dihydro-1,2-oxazin-5-yl, 4H-5,6-dihydro-1,2-oxazin-6-yl,4H-5,6-dihydro-1,2-thiazin-3-yl, 4H-5,6-dihydro-1,2-thiazin-4-yl,4H-5,6-dihydro-1,2-thiazin-5-yl, 4H-5,6-dihydro-1,2-thiazin-6-yl,2H-3,6-dihydro-1,2-oxazin-3-yl, 2H-3,6-dihydro-1,2-oxazin-4-yl,2H-3,6-dihydro-1,2-oxazin-5-yl, 2H-3,6-dihydro-1,2-oxazin-6-yl,2H-3,6-dihydro-1,2-thiazin-3-yl, 2H-3,6-dihydro-1,2-thiazin-4-yl,2H-3,6-dihydro-1,2-thiazin-5-yl, 2H-3,6-dihydro-1,2-thiazin-6-yl,2H-3,4-dihydro-1,2-oxazin-3-yl, 2H-3,4-dihydro-1,2-oxazin-4-yl,2H-3,4-dihydro-1,2-oxazin-5-yl, 2H-3,4-dihydro-1,2-oxazin-6-yl, 2H-3,4-dihydro -1,2-thiazin-3-yl, 2H-3 ,4-dihydro-1,2-thiazin-4-yl,2H-3,4-dihydro-1,2-thiazin-5-yl, 2H-3,4-dihydro-1,2-thiazin-6-yl,2,3,4,5-tetrahydropyridazin-3-yl, 2,3,4,5-tetrahydropyridazin-4-yl,2,3,4,5-tetrahydropyridazin-5-yl, 2,3,4,5-tetrahydropyridazin-6-yl,3,4,5,6-tetrahydropyridazin-3-yl, 3,4,5,6-tetrahydropyridazin-4-yl,1,2,5,6-tetrahydropyridazin-3-yl, 1,2,5,6-tetrahydropyridazin-4-yl,1,2,5,6-tetrahydropyridazin-5-yl, 1,2,5,6-tetrahydropyridazin-6-yl,1,2,3,6-tetrahydropyridazin-3-yl, 1,2,3,6-tetrahydropyridazin-4-yl,4H-5,6-dihydro-1,3-oxazin-2-yl, 4H-5,6-dihydro-1,3-oxazin-4-yl,4H-5,6-dihydro-1,3-oxazin-5-yl, 4H-5,6-dihydro-1,3-oxazin-6-yl,4H-5,6-dihydro-1,3-thiazin-2-yl, 4H-5,6-dihydro-1,3-thiazin-4-yl,4H-5,6-dihydro-1,3-thiazin-5-yl, 4H-5,6-dihydro-1,3-thiazin-6-yl,3,4,5-6-tetrahydropyrimidin-2-yl, 3,4,5,6-tetrahydropyrimidin-4-yl,3,4,5,6-tetrahydropyrimidin-5-yl, 3,4,5,6-tetrahydropyrimidin-6-yl,1,2,3,4-tetrahydropyrazin-2-yl, 1,2,3,4-tetrahydropyrazin-5-yl,1,2,3,4-tetrahydropyrimidin-2-yl, 1,2,3,4-tetrahydropyrimidin-4-yl,1,2,3,4-tetrahydropyrimidin-5-yl, 1,2,3,4-tetrahydropyrimidin-6-yl,2,3-dihydro-1,4-thiazin-2-yl, 2,3-dihydro-1,4-thiazin-3-yl,2,3-dihydro-1,4-thiazin-5-yl, 2,3-dihydro-1,4-thiazin-6-yl,2H-1,2-oxazin-3-yl, 2H-1,2-oxazin-4-yl, 2H-1,2-oxazin-5-yl,2H-1,2-oxazin-6-yl, 2H-1,2-thiazin-3-yl, 2H-1,2-thiazin-4-yl,2H-1,2-thiazin-5-yl, 2H-1,2-thiazin-6-yl, 4H-1,2-oxazin-3-yl,4H-1,2-oxazin-4-yl, 4H-1,2-oxazin-5-yl, 4H-1,2-oxazin-6-yl,4H-1,2-thiazin-3-yl, 4H-1,2-thiazin-4-yl, 4H-1,2-thiazin-5-yl,4H-1,2-thiazin-6-yl, 6H-1,2-oxazin-3-yl, 6H-1,2-oxazin-4-yl,6H-1,2-oxazin-5-yl, 6H-1,2-oxazin-6-yl, 6H-1,2-thiazin-3-yl,6H-1,2-thiazin-4-yl, 6H-1,2-thiazin-5-yl, 6H-1,2-thiazin-6-yl,2H-1,3-oxazin-2-yl, 2H-1,3-oxazin-4-yl, 2H-1,3-oxazin-5-yl,2H-1,3-oxazin-6-yl, 2H-1,3-thiazin-2-yl, 2H-1,3-thiazin-4-yl,2H-1,3-thiazin-5-yl, 2H-1,3-thiazin-6-yl, 4H-1,3-oxazin-2-yl,4H-1,3-oxazin-4-yl, 4H-1,3-oxazin-5-yl, 4H-1,3-oxazin-6-yl,4H-1,3-thiazin-2-yl, 4H-1,3-thiazin-4-yl, 4H-1,3-thiazin-5-yl,4H-1,3-thiazin-6-yl, 6H-1,3-oxazin-2-yl, 6H-1,3-oxazin-4-yl,6H-1,3-oxazin-5-yl, 6H-1,3-oxazin-6-yl, 6H-1,3-thiazin-2-yl,6H-1,3-oxazin-4-yl, 6H-1,3-oxazin-5-yl, 6H-1,3-thiazin-6-yl,2H-1,4-oxazin-2-yl, 2H-1,4-oxazin-3-yl, 2H-1,4-oxazin-5-yl,2H-1,4-oxazin-6-yl, 2H-1,4-thiazin-2-yl, 2H-1,4-thiazin-3-yl,2H-1,4-thiazin-5-yl, 2H-1,4-thiazin-6-yl, 4H-1,4-oxazin-2-yl,4H-1,4-oxazin-3-yl, 4H-1,4-thiazin-2-yl, 4H-1,4-thiazin-3-yl,1,4-dihydropyridazin-3-yl, 1,4-dihydropyridazin-4-yl,1,4-dihydropyridazin-5-yl, 1,4-dihydropyridazin-6-yl,1,4-dihydropyrazin-2-yl, 1,2-dihydropyrazin-2-yl,1,2-dihydropyrazin-3-yl, 1,2-dihydropyrazin-5-yl,1,2-dihydropyrazin-6-yl, 1,4-dihydropyrimidin-2-yl,1,4-dihydropyrimidin-4-yl, 1,4-dihydropyrimidin-5-yl,1,4-dihydropyrimidin-6-yl, 3,4-dihydropyrimidin-2-yl,3,4-dihydropyrimidin-4-yl, 3,4-dihydropyrimidin-5-yl or3,4-dihydropyrimidin-6-yl;

C-bonded 6-membered unsaturated rings such as:

pyridin-2-yl, pyridin-3-yl, pyridin-4-yl, pyridazin-3-yl,pyridazin-4-yl, pyrimidin-2-yl, pyrimidin-4-yl, pyrimidin-5-yl,pyrazin-2-yl, 1,3,5-triazin-2-yl, 1,2,4-triazin-3-yl,1,2,4-triazin-5-yl, 1,2,4-triazin-6-yl, 1,2,4,5-tetrazin-3-yl;

N-bonded 5-membered saturated rings such as:

tetrahydropyrrol-1-yl, tetrahydropyrazol-1-yl, tetrahydroisoxazol-2-yl,tetrahydroisothiazol-2-yl, tetrahydroimidazol-1-yl,tetrahydrooxazol-3-yl, tetrahydrothiazol-3-yl;

N-bonded 5-membered partially saturated rings such as:

2,3-dihydro-1H-pyrrol-1-yl, 2,5-dihydro-1H-pyrrol-1-yl,4,5-dihydro-1H-pyrazol-1-yl, 2,5-dihydro-1H-pyrazol-1-yl,2,3-dihydro-1H-pyrazol-1-yl, 2,5-dihydro-isoxazol-2-yl,2,3-dihydroisoxazol-2-yl, 2,5-dihydroisothiazol-2-yl,2,3-dihydroisoxazol-2-yl, 4,5-dihydro-1H-imidazol-1-yl,2,5-dihydro-1H-imidazol-1-yl, 2,3-dihydro-1H-imidazol-1-yl,2,3-dihydrooxazol-3-yl, 2,3-dihydrothiazol-3-yl, 1,2,4-Δ⁴-oxadiazolin-2-yl, 1,2,4-Δ² -oxadiazolin-4-yl, 1,2,4-Δ³-oxadiazolin-2-yl, 1,3,4-Δ² -oxadiazolin-4-yl, 2,4-Δ⁵-thiadiazolin-2-yl, 1,2,4-Δ³ -thiadiazolin-2-yl, 1,2,4-Δ²-thiadiazolin-4-yl, 1,3,4-Δ² -thiadiazolin-4-yl, 1,2,3-Δ²-triazolin-1-yl, 1,2,4-Δ² -triazolin-1-yl, 1,2,4-Δ² -triazolin-4-yl,1,2,4-Δ³ -triazolin-1-yl, 1,2,4-Δ¹ -triazolin-4-yl;

N-bonded 5-membered unsaturated rings such as:

pyrrol-1-yl, pyrazol-1-yl, imidazol-1-yl, 1,2,3-triazol-1-yl,1,2,4-triazol-1-yl, tetrazol-1-yl;

N-bonded 6-membered saturated rings such as:

piperidin-1-yl, hexahydropyrimidin-1-yl, hexahydropyrazin-1-yl,hexahydropyridazin-1-yl, tetrahydro-1,3-oxazin-3-yl,tetrahydro-1,3-thiazin-3-yl, tetrahydro-1,4-thiazin-4-yl,tetrahydro-1,4-oxazin-4-yl, tetrahydro-1,2-oxazin-2-yl; and

N-bonded 6-membered partially saturated rings such as:

1,2,3,4-tetrahydropyridin-1-yl, 1,2,5,6-tetrahydropyridin-1-yl,1,4-dihydropyridin-1-yl, 1,2-dihydropyridin-1-yl,2H-5,6-dihydro-1,2-oxazin-2-yl, 2H-5,6-dihydro-1,2-thiazin-2-yl,2H-3,6-dihydro-1,2-oxazin-2-yl, 2H-3,6-dihydro-1,2-thiazin-2-yl,2H-3,4-dihydro-1,2-oxazin-2-yl, 2H-3,4-dihydro-1,2-thiazin-2-yl,2,3,4,5-tetrahydropyridazin-2-yl, 1,2,5,6-tetrahydropyridazin-1-yl,1,2,5,6-tetrahydropyridazin-2-yl, 1,2,3,6-tetrahydropyridazin-1-yl,3,4,5,6-tetrahydropyrimidin-3-yl, 1,2,3,4-tetrahydropyrazin-1-yl,1,2,3,4-tetrahydropyrimidin-1-yl, 1,2,3,4-tetrahydropyrimidin-3-yl,2,3-dihydro-1,4-thiazin-4-yl, 2H-1,2-oxazin-2-yl, 2H-1,2-thiazin-2-yl,4H-1,4-oxazin-4-yl, 4H-1,4-thiazin-4-yl, 1,4-dihydropyridazin-1-yl,1,4-dihydropyrazin-1-yl, 1,2-dihydropyrazin-1-yl,1,4-dihydropyrimidin-1-yl or 3,4-dihydropyrimidin-3-yl;

where, if appropriate, the sulfur of the heterocycles mentioned may beoxidized to S═O or S(═O)₂

and where a bicyclic ring system may be formed together with a fusedphenyl ring or a C₃ -C₆ -carbocycle or a further 5- to 6-memberedheterocycle.

All phenyl rings or heterocyclyl radicals (except for the radicalsmentioned under R²) and all phenyl components in phenyl-C₁ -C₆ -alkyl,phenylcarbonyl-C₁ -C₆ -alkyl, phenylcarbonyl, phenylalkenylcarbonyl,phenoxycarbonyl, phenylaminocarbonyl and N-(C₁ -C₆-alkyl)-N-phenylaminocarbonyl or heterocyclyl components inheterocyclyl-C₁ -C₆ -alkyl, heterocyclylcarbonyl-C₁ -C₆ -alkyl,heterocyclylcarbonyl, heterocyclylalkenylcarbonyl,heterocyclyloxycarbonyl, heterocyclylaminocarbonyl and N-(C₁ -C₆-alkyl)-N-heterocyclylaminocarbonyl are, unless stated otherwise,preferably unsubstituted or carry one to three halogen atoms and/or onenitro group, one cyano radical and/or one or two methyl,trifluoromethyl, methoxy or trifluoromethoxy substituents.

With respect to the use of the compounds of the formula I according tothe invention as herbicides, the variables preferably have the followingmeanings, in each case either on their own or in combination:

R¹ is nitro, halogen, cyano, C₁ -C₆ -alkyl, C₁ -C₆ -haloalkyl, C₁ -C₆-alkoxy, C₁ -C₆ -haloalkoxy, C₁ -C₆ -alkylthio, C₁ -C₆ -haloalkylthio,C₁ -C₆ -alkylsulfinyl, C₁ -C₆ -haloalkylsulfinyl, C₁ -C₆ -alkylsulfonylor C₁ -C₆ -haloalkylsulfonyl; particularly preferably nitro, halogen,such as chlorine or bromine, C₁ -C₆ -alkyl such as methyl or ethyl, C₁-C₆ -alkoxy such as methoxy or ethoxy, C₁ -C₆ -haloalkyl such astrifluoromethyl, C₁ -C₆ -alkylsulfonyl such as methylsulfonyl orethylsulfonyl, or C₁ -C₆ -haloalkylsulfonyl such astrifluoromethylsulfonyl;

R² is a 5- or 6-membered C-bonded heterocyclyl radical with or withoutsubstitution which contains one to four identical or different heteroatoms selected from the following group: oxygen, sulfur or nitrogen;

is particularly preferably a 5-membered C-bonded heterocyclyl radicalwith or without substitution which contains one to three identical ordifferent hetero atoms selected from the following group: oxygen, sulfuror nitrogen; very particularly preferably a 5-membered C-bondedsaturated or partially saturated heterocyclyl radical with or withoutsubstitution which contains one to three identical or different heteroatoms selected from the following group: oxygen, sulfur or nitrogen;most particularly preferably a 5-membered C-bonded saturated orpartially unsaturated heterocyclyl radical which contains two identicalor different hetero atoms selected from the following group: oxygen,sulfur or nitrogen, where the heterocyclyl radical is unsubstituted orcarries one or two substituents from the following group:

halogen such as chlorine or bromine, cyano, C₁ -C₄ -alkyl such asmethyl, ethyl, propyl, 1-methylethyl or 2-methylpropyl, C₁ -C₄-alkoxy-C₁ -C₄ -alkyl such as 2-methoxyethyl or 2-ethoxyethyl, C₁ -C₄-haloalkyl such as, for example, chloromethyl, bromomethyl,fluoromethyl, difluoromethyl or trifluoromethyl, C₃ -C₆ -cycloalkyl suchas cyclopropyl, cyclopentyl or cyclohexyl, C₁ -C₄ -alkoxy such asmethoxy or ethoxy, C₁ -C₄ -haloalkoxy such as, for example,difluoromethoxy or 2,2,2-trifluoroethoxy, C₁ -C₄ -alkylthio such asmethylthio or ethylthio, di(C₁ -C₄ -alkyl)amino such as dimethylamino ordiethylamino, C₁ -C₄ -alkoxycarbonyl such as methoxycarbonyl,ethoxycarbonyl, propoxycarbonyl or 1-methylethoxycarbonyl, C₁ -C₄-alkylaminocarbonyl such as methylaminocarbonyl or ethylaminocarbonyl,di(C₁ -C₄ -alkyl)aminocarbonyl such as dimethylaminocarbonyl ordiethylaminocarbonyl, phenyl which may be partially or fully halogenatedand/or may carry one to three of the following groups: nitro, cyano, C₁-C₄ -alkyl, C₁ -C₄ -haloalkyl, C₁ -C₄ -alkoxy or C₁ -C₄ -haloalkoxy;

hydroxyl

C₃ -C₆ -spirocycloalkane where one carbon may be replaced by oxygen,such as spirocyclopentane, spirocyclohexane or 4-spirotetrahydropyraneand/or forms a bicyclic system with a fused phenyl ring, a C₃ -C₆-carbocycle. From among these substituents, particular preference isgiven to the following: C₁ -C₄ -alkyl, C₃ -C₆ -cycloalkyl, C₁ -C₄-haloalkyl, C₁ -C₄ -alkoxy-C₁ -C₄ -alkyl, C₁ -C₄ -alkoxy and C₁ -C₄-alkoxycarbonyl;

likewise, very particular preference is given to a 5-membered C-bondedheterocyclyl radical with or without substitution which contains twoidentical or different hetero atoms selected from the following group:oxygen, sulfur or nitrogen; most particular preference is given to a5-membered C-bonded heterocyclyl radical which contains two identical ordifferent hetero atoms selected from the following group: oxygen, sulfuror nitrogen, where the heterocyclyl radical is unsubstituted or carriesone or two substituents from the following group:

halogen such as chlorine or bromine, cyano, C₁ -C₄ -alkyl such asmethyl, ethyl, propyl, 1-methylethyl or 2-methylpropyl, C₁ -C₄-alkoxy-C₁ -C₄ -alkyl such as 2-methoxyethyl or 2-ethoxyethyl, C₁ -C₄-haloalkyl such as, for example, chloromethyl, bromomethyl,fluoromethyl, difluoromethyl or trifluoromethyl, C₃ -C₆ -cycloalkyl suchas cyclopropyl, cyclopentyl or cyclohexyl, C₁ -C₄ -alkoxy such asmethoxy or ethoxy, C₁ -C₄ -haloalkoxy such as, for example,difluoromethoxy or 2,2,2-trifluoroethoxy, C₁ -C₄ -alkylthio such asmethylthio or ethylthio, di(C₁ -C₄ -alkyl)amino such as dimethylamino ordiethylamino, C₁ -C₄ -alkoxycarbonyl such as methoxycarbonyl,ethoxycarbonyl, propoxycarbonyl or 1-methylethoxycarbonyl, C₁ -C₄-alkylaminocarbonyl such as methylaminocarbonyl or ethylaminocarbonyl,di(C₁ -C₄ -alkyl)aminocarbonyl such as dimethylaminocarbonyl ordiethylaminocarbonyl, phenyl which may be partially or fully halogenatedand/or may carry one to three of the following groups: nitro, cyano, C₁-C₄ -alkyl, C₁ -C₄ -haloalkyl, C₁ -C₄ -alkoxy or C₁ -C₄ -haloalkoxy;

hydroxyl

C₃ -C₆ -spirocycloalkane where one carbon may be replaced by oxygen,such as spirocyclopentane, spirocyclohexane or 4-spirotetrahydropyraneand/or forms a bicyclic system with a fused phenyl ring, a C₃ -C₆-carbocycle. From among these substituents, particular preference isgiven to the following: C₁ -C₄ -alkyl, C₃ -C₆ -cycloalkyl, C₁ -C₄-haloalkyl, C₁ -C₄ -alkoxy-C₁ -C₄ -alkyl, C₁ -C₄ -alkoxy and C₁ -C₄-alkoxycarbonyl;

likewise, particular preference is given to a 6-membered C-bondedsaturated, partially saturated or unsaturated heterocyclyl radical withor without substitution which contains one to three identical ordifferent hetero atoms selected from the following group: oxygen, sulfurand nitrogen;

very particular preference is given to a 6-membered C-bonded saturated,partially saturated or unsaturated heterocyclyl radical with or withoutsubstitution which contains two identical or different hetero atomsselected from the following group: oxygen, sulfur or nitrogen;

likewise, particular preference is given to a 5- or 6-membered N-bondedsaturated, partially saturated or unsaturated heterocyclyl radical withor without substitution which contains one to three identical ordifferent hetero atoms selected from the following group: oxygen, sulfuror nitrogen;

R³ is nitro, halogen, cyano, C₁ -C₆ -alkyl, C₁ -C₆ -haloalkyl, C₁ -C₆-alkoxy, C₁ -C₆ -haloalkoxy, C₁ -C₆ -alkylthio, C₁ -C₆ -haloalkylthio,C₁ -C₆ -alkylsulfinyl, C₁ -C₆ -haloalkylsulfinyl, C₁ -C₆ -alkylsulfonylor C₁ -C₆ -haloalkylsulfonyl; particularly preferably nitro, halogen,such as chlorine or bromine, C₁ -C₆ -haloalkyl such as trifluoromethyl,C₁ -C₆ -alkylsulfonyl such as methylsulfonyl, ethylsulfonyl orpropylsulfonyl, or C₁ -C₆ -haloalkylsulfonyl such astrifluoromethylsulfonyl;

R⁴ is hydrogen;

R⁶ is C₁ -C₆ -alkyl; particularly preferably C₁ -C₄ -alkyl; veryparticularly preferably methyl, ethyl, propyl, 2-methylprop-1-yl orbutyl;

R⁷ is C₁ -C₆ -alkyl, C₃ -C₆ -alkenyl, C₃ -C₆ -alkynyl, C₁ -C₆-alkylcarbonyl, C₂ -C₆ -alkenylcarbonyl, C₃ -C₆ -cycloalkylcarbonyl, C₁-C₆ -alkoxycarbonyl, C₁ -C₆ -alkylaminocarbonyl, di(C₁ -C₆-alkyl)aminocarbonyl, N-(C₁ -C₆ -alkoxy)-N-(C₁ -C₆ -alkyl)aminocarbonyl,di(C₁ -C₆ -alkyl)aminothiocarbonyl, C₁ -C₆ -alkoxyimino-C₁ -C₆ -alkyl,where the alkyl, cycloalkyl and alkoxy radicals mentioned may bepartially or fully halogenated and/or may carry one to three of thefollowing groups: cyano, hydroxyl, C₁ -C₄ -alkoxy, C₁ -C₄ -alkylthio, C₁-C₄ -alkylcarbonyl, di(C₁ -C₄ -alkyl)amino, C₁ -C₄ -alkoxycarbonyl, C₁-C₄ -alkoxy-C₁ -C₄ -alkoxycarbonyl, di(C₁ -C₄ -alkyl)amino-C₁ -C₄-alkoxycarbonyl, hydroxycarbonyl, C₁ -C₄ -alkylaminocarbonyl, di(C₁ -C₄-alkyl)aminocarbonyl, aminocarbonyl, C₁ -C₄ -alkylcarbonyloxy or C₃ -C₆-cycloalkyl; phenyl, phenyl-C₁ -C₆ -alkyl, phenylcarbonyl-C₁ -C₆ -alkyl,phenyl-C₂₋ C₆ -alkenylcarbonyl or phenylcarbonyl where the phenylradical of the last 5 substituents may be partially or fully halogenatedand/or may carry one to three of the following radicals: nitro, cyano,C₁ -C₄ -alkyl, C₁ -C₄ -haloalkyl, C₁ -C₄ -alkoxy or C₁ -C₄ -haloalkoxy;

particularly preferably C₁ -C₆ -alkyl, C₃ -C₆ -alkenyl, C₃ -C₆ -alkynyl,C₁ -C₆ -alkylcarbonyl, C₂ -C₆ -alkenylcarbonyl, C₁ -C₆ -alkoxycarbonyl,di(C₁ -C₆ -alkyl)aminocarbonyl, N-(C₁ -C₆ -alkoxy)-N-(C₁ -C₆-alkyl)aminocarbonyl or di(C₁ -C₆ -alkyl)aminothiocarbonyl, where thealkyl or alkoxy radicals mentioned may be partially or fully halogenatedand/or may carry one to three of the following groups: cyano, C₁ -C₄-alkoxy, C₁ -C₄ -alkoxycarbonyl, C₁ -C₄ -alkoxy-C₁ -C₄ -alkoxycarbonyl,di(C₁ -C₄ -alkyl)amino-C₁ -C₄ -alkoxycarbonyl, C₁ -C₄-alkylaminocarbonyl, di-(C₁ -C₄ -alkyl)aminocarbonyl or C₁ -C₄-alkylcarbonyloxy;

phenyl-C₁ -C₆ -alkyl, phenylcarbonyl-C₁ -C₆ -alkyl, phenyl-C₂ -C₆-alkenylcarbonyl or phenylcarbonyl, where the phenyl ring of the last 4substituents may be partially or fully halogenated and/or may carry oneto three of the following radicals: nitro, cyano, C₁ -C₄ -alkyl, C₁ -C₄-haloalkyl, C₁ -C₄ -alkoxy or C₁ -C₄ -haloalkoxy;

very particularly preferably C₁ -C₆ -alkyl, C₁ -C₆ -cyanoalkyl, C₁ -C₄-alkoxy-C₁ -C₆ -alkyl, C₁ -C₄ -alkylcarbonyloxy-C₁ -C₆ -alkyl, C₁ -C₄-alkoxycarbonyl-C₁ -C₆ -alkyl, C₁ -C₄ -alkoxy-C₁ -C₄ -alkoxycarbonyl-C₁-C₆ -alkyl, di(C₁ -C₄ -alkyl)amino-C₁ -C₄ -alkoxycarbonyl-C₁ -C₆ -alkyl,C₁ -C₄ -alkylaminocarbonyl-C₁ -C₆ -alkyl, di(C₁ -C₄-alkyl)aminocarbonyl-C₁ -C₆ -alkyl, C₃ -C₆ -alkenyl, C₃ -C₆ -alkynyl, C₁-C₆ -alkylcarbonyl, C₂ -C₆ -alkenylcarbonyl, C₁ -C₆ -alkoxycarbonyl,di(C₁ -C₆ -alkyl)aminocarbonyl, N-(C₁ -C₆ -alkoxy)-N-(C₁ -C₆-alkyl)aminocarbonyl, di(C₁ -C₆ -alkyl)aminothiocarbonyl, phenyl-C₁ -C₆-alkyl, phenylcarbonyl-C₁ -C₆ -alkyl, phenyl-C₂ -C₆ -alkenylcarbonyl orphenylcarbonyl, where the phenyl ring of the last 4 substituents may bepartially or fully halogenated and/or may carry one to three of thefollowing radicals: nitro, cyano, C₁ -C₄ -alkyl, C₁ -C₄ -haloalkyl, C₁-C₄ -alkoxy or C₁ -C₄ -haloalkoxy;

R⁸ is hydrogen or C₁ -C₆ -alkyl; in particular hydrogen or methyl.

Very particular preference is given to compounds of the formula I where

R² is 2-furyl, 3-furyl, 2-thienyl, 3-thienyl, pyrrol-1-yl, pyrrol-2-yl,tetrahydrooxazol-2-yl, tetrahydrothiazol-2-yl, 1,3-dioxolan-2-yl,1,3-oxathiolan-2-yl, 1,3-dithiolan-2-yl, 4,5-dihydroisoxazol-3-yl,4,5-dihydro-1H-imidazol-2-yl, 4,5-dihydrooxazol-2-yl,4,5-dihydrothiazol-2-yl, pyrazol-3-yl, pyrazol-4-yl, isoxazol-3-yl,isoxazol-5-yl, isothiazol-3-yl, oxazol-2-yl, oxazol-5-yl, thiazol-2-yl,thiazol-4-yl, thiazol-5-yl, 1,2,4-oxadiazol-3-yl, 1,3,4-oxadiazol-2-yl,1,2,4-thiadiazol-5-yl, 1,3,4-thiadiazol-2-yl, 1,2,4-triazol-1-yl,1,2,4-triazol-3-yl, pyridin-2-yl, pyridin-3-yl, pyridin-4-yl,1,3-dioxan-2-yl, 1,3-dithian-2-yl, 1,3-oxathian-2-yl,tetrahydro-1,3-oxazin-2-yl, tetrahydro-1,3-thiazin-2-yl,4H-5,6-dihydro-1,3-thiazin-2-yl, 3H-1,2,4-dithiazol-5-yl,2H-1,3,4-dithiazol-5-yl or 2H-1,3,4-oxathiazol-5-yl;

with or without substitution.

Most particular preference is given to compounds of the formula I where

R² is 1,3-dioxolan-2-yl, 1,3-dithiolan-2-yl, 4,5-dihydrothiazol-2-yl,isoxazol-3-yl, oxazol-2-yl, thiazol-2-yl, 4,5-dihydroisoxazol-3-yl,4,5-dihydrooxazol-2-yl, 1,3-dioxan-2-yl, 1,3-dithian-2-yl or4H-5,6-dihydro-1,3-thiazin-2-yl with or without substitution;particularly preferably thiazol-2-yl, 1,3-dithiolan-2-yl,1,3-dioxan-2-yl, 4,5-dihydrothiazol-2-yl, 4,5-dihydroisoxazol-3-yl orisoxazol-3-yl with or without substitution.

Likewise, very particular preference is given to the compounds of theformula I where

R² is tetrahydrooxazol-2-yl, tetrahydrothiazol-2-yl, 1,3-dioxolan-2-yl,1,3-oxathiolan-2-yl, 1,3-dithiolan-2-yl, 4,5-dihydroisoxazol-3-yl,4,5-dihydro-1H-imidazol-2-yl, 4,5-dihydrooxazol-2-yl,4,5-dihydrothiazol-2-yl, 3H-1,2,4-dithiazol-5-yl,2H-1,3,4-dithiazol-5-yl or 2H-1,3,4-oxathiazol-5-yl with or withoutsubstitution.

Most particular preference is given to the compounds of the formula Iwhere

R² is 1,3-dioxolan-2-yl, 1,3-dithiolan-2-yl, 4,5-dihydrothiazol-2-yl,4,5-dihydroisoxazol-3-yl or 4,5-dihydrooxazol-2-yl with or withoutsubstitution; very particularly preferably 1,3-dithiolan-2-yl,4,5-dihydrothiazol-2-yl or 4,5-dihydroisoxazol-3-yl with or withoutsubstitution; most particularly preferably 4,5-dihydroisoxazol-3-yl withor without substitution.

Likewise, very particular preference is given to the compounds of theformula I where

R² is pyridin-2-yl, pyridin-3-yl, pyridin-4-yl, 1,3-dioxan-2-yl,1,3-dithian-2-yl, 1,3-oxathian-2-yl, tetrahydro-1,3-oxazin-2-yl,tetrahydro-1,3-thiazin-2-yl or 4H-5,6-dihydro-1,3-thiazin-2-yl with orwithout substitution.

Most particular preference is given to the compounds of the formula Iwhere

R² is 1,3-dioxan-2-yl, 1,3-dithian-2-yl or 4H-4,5-dihydrothiazin-2-ylwith or without substitution; very particularly preferably1,3-dioxan-2-yl with or without substitution.

Likewise, very particular preference is given to the compounds of theformula I where

R² is 2-furyl, 3-furyl, 2-thienyl, 3-thienyl, pyrrol-1-yl, pyrrol-2-yl,pyrazol-3-yl, pyrazol-4-yl, isoxazol-3-yl, isoxazol-4-yl,isothiazol-3-yl, oxazol-2-yl, oxazol-5-yl, thiazol-2-yl, thiazol-4-yl,thiazol-5-yl, 1,2,4-oxadiazol-3-yl, 1,2,4-oxadiazol-5-yl,1,3,4-oxadiazol-2-yl, 1,2,4-thiadiazol-5-yl, 1,3,4-thiadiazol-2-yl,1,2,4-triazol-1-yl or 1,2,4-triazol-3-yl with or without substitution;

R⁷ is C₁ -C₆ -alkyl, C₃ -C₆ -alkenyl, C₃ -C₆ -alkynyl, C₁ -C₆-alkylcarbonyl, C₂ -C₆ -alkenylcarbonyl, C₃ -C₆ -cycloalkylcarbonyl, C₁-C₆ -alkoxycarbonyl, C₁ -C₆ -alkylaminocarbonyl, di(C₁ -C₆-alkyl)aminocarbonyl, N-(C₁ -C₆ -alkoxy)-N-(C₁ -C₆ -alkyl)aminocarbonyl,di(C₁ -C₆ -alkyl)aminothiocarbonyl, C₁ -C₆ -alkoxyimino-C₁ -C₆ -alkyl,where the alkyl, cycloalkyl or alkoxy radicals mentioned may bepartially or fully halogenated and/or may carry one to three of thefollowing groups: cyano, hydroxyl, C₁ -C₄ -alkoxy, C₁ -C₄ -alkylthio, C₁-C₄ -alkylcarbonyl, di(C₁ -C₄ -alkyl)amino, C₁ -C₄ -alkoxycarbonyl, C₁-C₄ -alkoxy-C₁ -C₄ -alkoxycarbonyl, di(C₁ -C₄ -alkyl)amino-C₁ -C₄-alkoxycarbonyl, hydroxycarbonyl, C₁ -C₄ -alkylaminocarbonyl, di(C₁ -C₄-alkyl)aminocarbonyl, aminocarbonyl, C₁ -C₄ -alkylcarbonyloxy or C₃ -C₆-cycloalkyl.

Most particular preference is given to the compounds of the formula Iwhere

R² is isoxazol-3-yl, oxazol-2-yl or thiazol-2-yl with or withoutsubstitution; very particularly preferably isoxazol-3-yl or thiazol-2-ylwith or without substitution.

Most particular preference is given to the compounds Ia1 (=I where R¹=Cl, R³ =SO₂ CH₃, R⁶, R⁷ =CH₃ and R⁸ =H), in particular the compounds ofTable 1.

                  TABLE 1                                                         ______________________________________                                          #STR4##                                                                       No.     R.sup.2                      R.sup.4                                ______________________________________                                        Ia.1  2-thienyl                    H                                            Ia.2 3-thienyl H                                                              Ia.3 2-furyl H                                                                Ia.4 3-furyl H                                                                Ia.5 3-methylisoxazol-5-yl H                                                  Ia.6 5-thiazolyl H                                                            Ia.7 4-thiazolyl H                                                            Ia.8 2-thiazolyl H                                                            Ia.9 3-methylisothiazol-5-yl H                                                Ia.10 3-isoxazolyl H                                                          Ia.11 5-phenylthiazol-2-yl H                                                  Ia.12 2-pyridyl H                                                             Ia.13 3-pyridyl H                                                             Ia.14 4-pyridyl H                                                             Ia.15 1-methyl-2-pyrrolyl H                                                   Ia.16 1-methyl-1,2,4-triazol-5-yl H                                           Ia.17 2-benzothiazolyl H                                                      Ia.18 2-quinolinyl H                                                          Ia.19 1-methylbenzimidazol-2-yl H                                             Ia.20 2-oxazolyl H                                                            Ia.21 1-phenylpyrazol-5-yl H                                                  Ia.22 1-methylpyrazol-3-yl H                                                  Ia.23 1-methylpyrazol-5-yl H                                                  Ia.24 1,5-dimethylpyrazol-3-yl H                                              Ia.25 1-phenylpyrazol-3-yl H                                                  Ia.26 1,4-dimethylpyrazol-5-yl H                                              Ia.27 1,3-dimethylpyrazol-4-yl H                                              Ia.28 1,5-dimethylpyrazol-4-yl H                                              Ia.29 1-methylpyrazol-4-yl H                                                  Ia.30 1,3-dimethylpyrazol-5-yl H                                              Ia.31 4-methyloxazol-2-yl H                                                   Ia.32 5-methylthiothiazol-2-yl H                                              Ia.33 4-methoxy-1-methylpyrazol-5-yl H                                        Ia.34 3-cyclopropylisoxazol-5-yl H                                            Ia.35 5-methylisoxazol-3-yl H                                                 Ia.36 4-methyl-5-phenylthiazol-2-yl H                                         Ia.37 5-methylthiazol-2-yl H                                                  Ia.38 44-bromo-2-thienyl H                                                    Ia.39 5-methyl-2-thienyl H                                                    Ia.40 4-methyl-2-thienyl H                                                    Ia.41 4-methylthiazol-2-yl H                                                  Ia.42 4-chlorothiazol-2-yl H                                                  Ia.43 4,5-dimethylthiazol-2-yl H                                              Ia.44 4-phenylthiazol-2-yl H                                                  Ia.45 2-methoxythiazol-5-yl H                                                 Ia.46 4-methyl-2-pyridyl H                                                    Ia.47 6-(2-methoxyethyl)-2-pyridyl H                                          Ia.48 6-methylthio-2-pyridyl H                                                Ia.49 6-methoxy-3-pyridyl H                                                   Ia.50 6-methoxy-2-pyridyl H                                                   Ia.51 6-methyl-2-pyridyl H                                                    Ia.52 6-(2,2,2-trifluoroethoxy)-2-pyridyl H                                   Ia.53 6-(2,2,2-trifluoroethoxy)-3-pyridyl H                                   Ia.54 5-pyrimidinyl H                                                         Ia.55 6-dimethylamino-3-pyridyl H                                             Ia.56 1,2,4-thiadiazol-5-yl H                                                 Ia.57 3-ethoxycarbonyl-1-methylpyrazol-5-yl H                                 Ia.58 2-methylthiopyrimidin-5-yl H                                            Ia.59 2-pyrimidinyl H                                                         Ia.60 2-methylthiopyrimidin-4-yl H                                            Ia.61 5-methylthio-1,3,4-thiadiazol-2-yl H                                    Ia.62 5-methoxy-1,3,4-thiadiazol-2-yl H                                       Ia.63 4,5-dihydrothiazol-2-yl H                                               Ia.64 5-methyloxazol-2-yl H                                                   Ia.65 5-phenyloxazol-2-yl H                                                   Ia.66 2-methyloxazol-5-yl H                                                   Ia.67 2-phenyloxazol-5-yl H                                                   Ia.68 2-methyl-1,3,4-oxadiazol-5-yl H                                         Ia.69 2-phenyl-1,3,4-oxadiazol-5-yl H                                         Ia.70 5-trifluoromethyl-1,2,4-oxadiazol-3-yl H                                Ia.71 5-methyl-1,2,4-oxadiazol-3-yl H                                         Ia.72 5-phenyl-1,2,4-oxadiazol-3-yl H                                         Ia.73 5-phenylisoxazol-3-yl H                                                 Ia.74 1-(4-chlorophenyl)-1,2,4-triazol-3-yl H                                 Ia.75 5-cyano-4,5-dihydroisoxazol-3-yl H                                      Ia.76 5,6-dihydro-4H-1,3-thiazin-2-yl H                                       Ia.77 1,3-dithiolan-2-yl H                                                    Ia.78 1,3-dioxolan-2-yl H                                                     Ia.79 5,5-dimethyl-1,3-dioxan-2-yl H                                          Ia.80 1,3-dithian-2-yl H                                                      Ia.81 5,5-dimethyl-1,3-dithian-2-yl H                                         Ia.82 1,3-dioxan-2-yl H                                                       Ia.83 1,3-oxathiolan-2-yl H                                                   Ia.84 1,2,4-triazol-1-yl H                                                    Ia.85 3-methyl-1,2,4-thiadiazol-5-yl H                                        Ia.86 1,2,4-thiadiazol-5-yl H                                                 Ia.87 thiazolin-4,5-dion-2-yl H                                               Ia.88 3-oxo-3-H-1,2,4-dithiazol-5-yl H                                        Ia.89 2-oxo-2-H-1,3,4-dithiazol-5-yl H                                        Ia.90 1-pyrrolyl H                                                            Ia.91 5,5-dimethy-4,5-diihydroisoxazol-3-yl H                                 Ia.92 4,5-dihydroisoxazol-3-yl H                                              Ia.93 5-ethyl-4,5-diihydroisoxazol-3-yl H                                     Ia.94 5,5-diethyl-4,5-dihydroisoxazol-3-yl H                                  Ia.95 (4,5-dihydroisoxazol-spirocyclopentan)-3-yl H                           Ia.96 4,5-dihydrooxazol-2-yl H                                                Ia.97 5-methyl-4,5-dihydrooxazol-2-yl H                                       Ia.98 4,4-dimethyl-4,5-dihydrooxazol-2-yl H                                   Ia.99 5-ethyl-4,5-dihydrooxazol-2-yl H                                        Ia.100 5,5-dimethyl-4,5-dihydrooxazol-2-yl H                                  Ia.101 4,5-dimethyl-4,5-dihydrooxazol-2-yl H                                  Ia.102 4,5-diethyl-4,5-dihydrooxazol-2-yl H                                   Ia.103 5,5-dimethyl-4-oxooxazolin-2-yl H                                      Ia.104 5,5-diethyl-4-oxooxazolin-2-yl H                                       Ia.105 5-methyl-4-oxo-2-oxazolin-2-yl H                                       Ia.106 4-ethyl-4-oxo-2-oxazolin-2-yl H                                        Ia.107 4-oxo-2-oxazolin-2-yl H                                                Ia.108 5-methyl-4,5-dihydrothiazol-2-yl H                                     Ia.109 5-ethyl-4,5-dihydrothiazol-2-yl H                                      Ia.110 4,4-dimethyl-4,5-dihydrothiazol-2-yl H                                 Ia.111 5,5-dimethyl-4,5-dihydrothiazol-2-yl H                                 Ia.112 4,5-dimethyl-4,5-dihydrothiazol-2-yl H                                 Ia.113 5-methyl-4,5-dihydroimidazol-2-yl H                                    Ia.114 5-ethyl-4,5-diihydroimidazol-2-yl H                                    Ia.115 4,5-dihydroimidazol-2-yl H                                             Ia.116 5,5-dimethyl-4,5-dihydroimidazol-2-yl H                                Ia.117 4,4-dimethyl-4,5-dihydroimidazol-2-yl H                                Ia.118 4,5-dimethyl-4,5-dihydroimidazol-2-yl H                                Ia.119 1,5-dimethyl-4,5-dihydroimidazol-2-yl H                                Ia.120 1-methyl-5-ethyl-4,5-dihydroimidazol-2-yl H                            Ia.121 1-methyl-4,5-dihydroimidazol-2-yl H                                    Ia.122 1,5,5-trimethyl-4,5-dihydroimidazol-2-yl H                             Ia.123 1,4,4-trimethyl-4,5-dihydroimidazol-2-yl H                             Ia.124 1,4,5-trimethyl-4,5-dihydroimidazol-2-yl H                             Ia.125 5-oxo-2-thiazolin-2-yl H                                               Ia.126 4-methyl-5-oxo-2-thiazolin-2-yl H                                      Ia.127 4-ethyl-5-oxo-2-thiazolin-2-yl H                                       Ia.128 4,4-dimethyl-5-oxo-2-thiazolin-2-yl H                                  Ia.129 4,5-dihydro-5-oxo-1H-imidazol-2-yl H                                   Ia.130 4-methyl-4,5-dihydro-5-oxo-1H-imidazol-2-yl H                          Ia.131 4-ethyl-4,5-dihydro-5-oxo-1H-imidazol-2-yl H                           Ia.132 4-isopropyl-4,5-dihydro-5-oxo-1H-imidazol-2-yl H                       Ia.133 4,4-dimethyl-4,5-dihydro-5-oxo-1H-imidazol-2-yl H                      Ia.134 4-isopropyl-4-methyl-4,5-dihydro-5-oxo-1H-imidazol-2-yl H                                                Ia.135 1-methyl-4,5-dihydro-5-oxoimida                                       zol-2-yl H                                   Ia.136 1,4-dimethyl-4,5-dihydro-5-oxoimidazol-2-yl H                          Ia.137 1,4,4-trimethyl-4,5-dihydro-5-oxoimidazol-2-yl H                       Ia.138 5-methoxycarbonyl-4,5-dihydroisoxazol-3-yl H                           Ia.139 5-ethoxycarbonyl-4,5-dihydroisoxazol-3-yl H                            Ia.140 5-methylaminocarbonyl-4,5-dihydroisoxazol-3-yl H                       Ia.141 5-ethylaminocarbonyl-4,5-dihydroisoxazol-3-yl H                        Ia.142 5-dimethylaminocarbonyl-4,5-dihydroisoxazol-3-yl H                     Ia.143 5-methyl-4,5-dihydroisoxazol-3-yl H                                    Ia.144 5-isopropyl-4,5-dihydroisoxazol-3-yl H                                 Ia.145 5,5-dimethyl-4,5-dihydroisoxazol-3-yl H                                Ia.146 (4,5-dihydroisoxazol-5-spiro-4-cyclopentan)-3-yl H                     Ia.147 4,5-dimethyl-4,5-dihydroisoxazol-3-yl H                                Ia.148 2-oxo-1,3,4-oxathiazol-5-yl H                                          Ia.149 3a,5,6,6a-tetrahydro-4H-cyclopent[d]isoxazol-3-yl.sup.a) H                                               Ia.150 3a,4,5,6,7,7a-hexahydro-1,2-ben                                       zoisoxazol-3-yl.sup.b) H                     Ia.151 1,3-thiazol-5(4H)-thion-2-yl H                                         Ia.152 4-methyl-1,3-thiazol-5(4H)-thion-2-yl H                                Ia.153 4,4-dimethyl-1,3-thiazol-5(4H)-thion-2-yl H                            Ia.154 4,5-dihydro-5-oxo-1,2,4-oxadiazol-3-yl H                               Ia.155 4,5-dihydro-4-methyl-5-oxo-1,2,4-oxadiazol-3-yl H                      Ia.156 4,5-dihydro-5-methyl-1,2,4-oxadiazol-3-yl H                            Ia.157 4,5-dihydro-5-ethyl-1,2,4-oxadiazol-3-yl H                             Ia.158 4,5-dihydro-5,5-dimethyl-1,2,4-oxadiazol-3-yl H                        Ia.159 4,5-dihydro-4,5-dimethyl-1,2,4-oxadiazol-3-yl H                        Ia.160 4,5-dihydro-4,5,5-trimethyl-1,2,4-oxadiazol-3-yl H                     Ia.161 2,4-dihydro-1,2,4-triazol-3-on-5-yl H                                  Ia.162 2,4-dihydro-methyl-1,2,4-triazol-3-on-5-yl H                           Ia.163 2,4-dihydro-1-methyl-1,2,4-triazol-3-on-5-yl H                         Ia.164 2,4-dihydro-1,4-dimethyl-1,2,4-triazol-3-on-5-yl H                   ______________________________________                                         .sup.a) 3a,5,6,6a-tetrahydro-4H-cyclopent[d]isoxazol-3-yl is                  ##STR5##                                                                      .sup.b) 3a,4,5,6,7,7ahexahydro-1,2-benzoisoxazol-3-yl is                      ##STR6##                                                                 

Likewise, most particular preference is given to the compounds Ia2; inparticular to the compounds Ia2.1-Ia2.164, which differ from thecompound Ia1.1-Ia1.164 in that R⁶ is ethyl: ##STR7##

Likewise, most particular preference is given to the compounds Ia3; inparticular to the compounds Ia3.1-Ia3.164, which differ from thecompound Ia1.1-Ia1.164 in that R⁶ is npropyl: ##STR8##

Likewise, most particular preference is given to the compounds Ia4; inparticular to the compounds Ia4.1-Ia4.164, which differ from thecompound Ia1.1-Ia1.164 in that R⁶ is isobutyl: ##STR9##

Likewise, most particular preference is given to the compounds Ia5; inparticular to the compounds Ia5.1-Ia5.164, which differ from thecompound Ia1.1-Ia1.164 in that R⁸ is methyl: ##STR10##

Likewise, most particular preference is given to the compounds Ia.6; inparticular to the compounds Ia6.1-Ia6.164, which differ from thecompound Ia1.1-Ia1.164 in that R⁷ is ethyl: ##STR11##

Likewise, most particular preference is given to the compounds Ia7; inparticular to the compounds Ia7.1-Ia7.164, which differ from thecompound Ia1.1-Ia1.164 in that R⁶ and R⁷ are each ethyl: ##STR12##

Likewise, most particular preference is given to the compounds Ia8; inparticular to the compounds Ia8.1-Ia8.164, which differ from thecompound Ia1.1-Ia1.164 in that R⁶ is npropyl and R⁷ is ethyl: ##STR13##

Likewise, most particular preference is given to the compounds Ia9; inparticular to the compounds Ia9.1-Ia9.164, which differ from thecompound Ia1.1-Ia1.164 in that R⁶ is isobutyl and R⁷ is ethyl: ##STR14##

Likewise, most particular preference is given to the compounds Ia10; inparticular to the compounds Ia10.114 Ia10.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is ethyl and R⁸ is methyl: ##STR15##

Likewise, most particular preference is given to the compounds Ia11; inparticular to the compounds Ia11.1-Ia11.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is cyanomethyl: ##STR16##

Likewise, most particular preference is given to the compounds Ia12; inparticular to the compounds Ia12.1-Ia12.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁶ is ethyl and R⁷ is cyanomethyl:##STR17##

Likewise, most particular preference is given to the compounds Ia13; inparticular to the compounds Ia13.1-Ia13.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is cyanomethyl and R⁸ is methyl:##STR18##

Likewise, most particular preference is given to the compounds Ia14; inparticular to the compounds Ia14.1-Ia14.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is methoxymethyl: ##STR19##

Likewise, most particular preference is given to the compounds Ia15; inparticular to the compounds Ia15.1-Ia15.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁶ is ethyl and R⁷ is methoxymethyl:##STR20##

Likewise, most particular preference is given to the compounds Ia16; inparticular to the compounds Ia16.1-Ia16.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is methoxymethyl and R⁸ is methyl:##STR21##

Likewise, most particular preference is given to the compounds Ia17; inparticular to the compounds Ia17.1-Ia17.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is methylcarbonyloxymethyl: ##STR22##

Likewise, most particular preference is given to the compounds Ia18; inparticular to the compounds Ia18.1-Ia18.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁶ is ethyl and R⁷ ismethylcarbonyloxymethyl: ##STR23##

Likewise, most particular preference is given to the compounds Ia19; inparticular to the compounds Ia19.1-Ia19.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is methylcarbonyloxymethyl and R⁸ ismethyl: ##STR24##

Likewise, most particular preference is given to the compounds Ia20; inparticular to the compounds Ia20.1-Ia20.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is tertbutylcarbonyloxymethyl:##STR25##

Likewise, most particular preference is given to the compounds Ia21; inparticular to the compounds Ia21.1-Ia21.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁶ is ethyl and R⁷ istertbutylcarbonyloxymethyl: ##STR26##

Likewise, most particular preference is given to the compounds Ia22; inparticular to the compounds Ia22.1-Ia22.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is tertbutylcarbonyloxymethyl and R⁸is methyl: ##STR27##

Likewise, most particular preference is given to the compounds Ia23; inparticular to the compounds Ia23.1-Ia23.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is methoxycarbonylmethyl: ##STR28##

Likewise, most particular preference is given to the compounds Ia24; inparticular to the compounds Ia24.1-Ia24.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁶ is ethyl and R⁷ ismethoxycarbonylmethyl: ##STR29##

Likewise, most particular preference is given to the compounds Ia25; inparticular to the compounds Ia25.1-Ia25.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is methoxycarbonylmethyl and R⁸ ismethyl: ##STR30##

Likewise, most particular preference is given to the compounds Ia26; inparticular to the compounds Ia26.1-Ia26.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is ethoxycarbonylmethyl: ##STR31##

Likewise, most particular preference is given to the compounds Ia27; inparticular to the compounds Ia27.1-Ia27.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁶ is ethyl and R⁷ isethoxycarbonylmethyl: ##STR32##

Likewise, most particular preference is given to the compounds Ia28; inparticular to the compounds Ia28.1-Ia28.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is ethoxycarbonylmethyl and R⁸ ismethyl: ##STR33##

Likewise, most particular preference is given to the compounds Ia29; inparticular to the compounds Ia29.1-Ia29.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is 1methoxycarbonyleth-1yl: ##STR34##

Likewise, most particular preference is given to the compounds Ia30; inparticular to the compounds Ia30.1-Ia30.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁶ is ethyl and R⁷ is1methoxycarbonyleth-1yl: ##STR35##

Likewise, most particular preference is given to the compounds Ia31; inparticular to the compounds Ia31.1-Ia31.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is 1methoxycarbonyleth-1yl and R⁸ ismethyl: ##STR36##

Likewise, most particular preference is given to the compounds Ia32; inparticular to the compounds Ia32.1-Ia32.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is 1ethoxycarbonyleth-1yl: ##STR37##

Likewise, most particular preference is given to the compounds Ia33; inparticular to the compounds Ia33.1-Ia33.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁶ is ethyl and R⁷ is1ethoxycarbonyleth-1yl: ##STR38##

Likewise, most particular preference is given to the compounds Ia34; inparticular to the compounds Ia34.1-Ia34.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is 1ethoxycarbonyleth-1yl and R⁸ ismethyl: ##STR39##

Likewise, most particular preference is given to the compounds Ia35; inparticular to the compounds Ia35.1-Ia35.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is 2methoxyeth-1oxycarbonylmethyl##STR40##

Likewise, most particular preference is given to the compounds Ia36; inparticular to the compounds Ia36.1-Ia36.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁶ is ethyl and R⁷ is2methoxyeth-1oxycarbonylmethyl: ##STR41##

Likewise, most particular preference is given to the compounds Ia37; inparticular to the compounds Ia37.1-Ia37.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is 2methoxyeth-1oxycarbonylmethyl andR⁸ is methyl: ##STR42##

Likewise, most particular preference is given to the compounds Ia38; inparticular to the compounds Ia38.1-Ia38.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is2dimethylaminoeth-1oxycarbonylmethyl: ##STR43##

Likewise, most particular preference is given to the compounds Ia39; inparticular to the compounds Ia39.1-Ia39.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁶ is ethyl and R⁷ is2dimethylaminoeth-1oxycarbonylmethyl: ##STR44##

Likewise, most particular preference is given to the compounds Ia40; inparticular to the compounds Ia40.1-Ia40.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is2dimethylaminoeth-1oxycarbonylmethyl and R⁸ is methyl: ##STR45##

Likewise, most particular preference is given to the compounds Ia41; inparticular to the compounds Ia41.1-Ia41.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is methylaminocarbonylmethyl:##STR46##

Likewise, most particular preference is given to the compounds Ia42; inparticular to the compounds Ia42.1-Ia42.164, which differ from thecompounds Ia1.1-Ia1.164 in that R6 is ethyl and R⁷ ismethylaminocarbonylmethyl: ##STR47##

Likewise, most particular preference is given to the compounds Ia43; inparticular to the compounds Ia43.1-Ia43.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is methylaminocarbonylmethyl and R⁸is methyl: ##STR48##

Likewise, most particular preference is given to the compounds Ia44; inparticular to the compounds Ia44.1-Ia44.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is ethylaminocarbonylmethyl:##STR49##

Likewise, most particular preference is given to the compounds Ia45; inparticular to the compounds Ia45.1-Ia45.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁶ is ethyl and R⁷ isethylaminocarbonylmethyl: ##STR50##

Likewise, most particular preference is given to the compounds Ia46; inparticular to the compounds Ia46.1-Ia46.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is ethylaminocarbonylmethyl and R⁸ ismethyl: ##STR51##

Likewise, most particular preference is given to the compounds Ia47; inparticular to the compounds Ia47.1-Ia47.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is dimethylaminocarbonylmethyl:##STR52##

Likewise, most particular preference is given to the compounds Ia48; inparticular to the compounds Ia48.1-Ia48.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁶ is ethyl and R⁷ isdimethylaminocarbonylmethyl: ##STR53##

Likewise, most particular preference is given to the compounds Ia49; inparticular to the compounds Ia49.1-Ia49.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is 20 dimethylaminocarbonylmethyl andR⁸ is methyl: ##STR54##

Likewise, most particular preference is given to the compounds Ia50; inparticular to the compounds Ia50.1-Ia50.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is diethylaminocarbonylmethyl:##STR55##

Likewise, most particular preference is given to the compounds Ia51; inparticular to the compounds Ia51.1-Ia51.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁶ is ethyl and R⁷ isdiethylaminocarbonylmethyl: ##STR56##

Likewise, most particular preference is given to the compounds Ia52; inparticular to the compounds Ia52.1-Ia52.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is diethylaminocarbonylmethyl and R⁸is methyl: ##STR57##

Likewise, most particular preference is given to the compounds Ia53; inparticular to the compounds Ia53.1-Ia53.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is allyl: ##STR58##

Likewise, most particular preference is given to the compounds Ia54; inparticular to the compounds Ia54.1-Ia54.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁶ is ethyl and R⁷ is allyl: ##STR59##

Likewise, most particular preference is given to the compounds Ia55; inparticular to the compounds Ia55.1-Ia55.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is allyl and R⁸ is methyl: ##STR60##

Likewise, most particular preference is given to the compounds Ia56; inparticular to the compounds Ia56.1-Ia56.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is propargyl: ##STR61##

Likewise, most particular preference is given to the compounds Ia57; inparticular to the compounds Ia57.1-Ia57.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁶ is ethyl and R⁷ is propargyl##STR62##

Likewise, most particular preference is given to the compounds Ia58; inparticular to the compounds Ia58.1-Ia58.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is propargyl and R⁸ is methyl:##STR63##

Likewise, most particular preference is given to the compounds Ia59; inparticular to the compounds Ia59.1-Ia59.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is methylcarbonyl: ##STR64##

Likewise, most particular preference is given to the compounds Ia60; inparticular to the compounds Ia60.1-Ia60.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁶ is ethyl and R⁷ is methylcarbonyl:##STR65##

Likewise, most particular preference is given to the compounds Ia61; inparticular to the compounds Ia61.1-Ia61.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁶ is npropyl and R⁷ is methylcarbonyl:##STR66##

Likewise, most particular preference is given to the compounds Ia62; inparticular to the compounds Ia62.1-Ia62.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁶ is isobutyl and R⁷ is methylcarbonyl:##STR67##

Likewise, most particular preference is given to the compounds Ia63; inparticular to the compounds Ia63.1-Ia63.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is methylcarbonyl and R⁸ is methyl:##STR68##

Likewise, most particular preference is given to the compounds Ia64; inparticular to the compounds Ia64.1-Ia64.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is ethylcarbonyl: ##STR69##

Likewise, most particular preference is given to the compounds Ia65; inparticular to the compounds Ia65.1-Ia65.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁶ is ethyl and R⁷ is ethylcarbonyl:##STR70##

Likewise, most particular preference is given to the compounds Ia66; inparticular to the compounds Ia66.1-Ia66.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁶ is npropyl and R⁷ is ethylcarbonyl:##STR71##

Likewise, most particular preference is given to the compounds Ia67; inparticular to the compounds Ia67.1-Ia67.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁶ is isobutyl and R⁷ is ethylcarbonyl:##STR72##

Likewise, most particular preference is given to the compounds Ia68; inparticular to the compounds Ia68.1-Ia68.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is ethylcarbonyl and R⁸ is methyl:##STR73##

Likewise, most particular preference is given to the compounds Ia69; inparticular to the compounds Ia69.1-Ia69.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is methoxycarbonyl: ##STR74##

Likewise, most particular preference is given to the compounds Ia70; inparticular to the compounds Ia70.1-Ia70.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁶ is ethyl and R⁷ is methoxycarbonyl:##STR75##

Likewise, most particular preference is given to the compounds Ia71; inparticular to the compounds Ia71.1-Ia71.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is methoxycarbonyl and R⁸ is methyl:##STR76##

Likewise, most particular preference is given to the compounds Ia72; inparticular to the compounds Ia72.1-Ia72.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is ethoxycarbonyl: ##STR77##

Likewise, most particular preference is given to the compounds Ia73; inparticular to the compounds Ia73.1-Ia73.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁶ is ethyl and R⁷ is ethoxycarbonyl:##STR78##

Likewise, most particular preference is given to the compounds Ia74; inparticular to the compounds Ia74.1-Ia74.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is ethoxycarbonyl and R⁸ is methyl:##STR79##

Likewise, most particular preference is given to the compounds Ia75; inparticular to the compounds Ia75.1-Ia75.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is dimethylaminocarbonyl: ##STR80##

Likewise, most particular preference is given to the compounds Ia76; inparticular to the compounds Ia76.1-Ia76.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁶ is ethyl and R⁷ isdimethylaminocarbonyl: ##STR81##

Likewise, most particular preference is given to the compounds Ia77; inparticular to the compounds Ia77.1-Ia77.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is dimethylaminocarbonyl and R⁸ ismethyl: ##STR82##

Likewise, most particular preference is given to the compounds Ia78; inparticular to the compounds Ia78.1-Ia78.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is diethylaminocarbonyl: ##STR83##

Likewise, most particular preference is given to the compounds Ia79; inparticular to the compounds Ia79.1-Ia79.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁶ is ethyl and R⁷ isdiethylaminocarbonyl: ##STR84##

Likewise, most particular preference is given to the compounds Ia80; inparticular to the compounds Ia80.1-Ia80.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is diethylaminocarbonyl and R⁸ ismethyl: ##STR85##

Likewise, most particular preference is given to the compounds Ia81; inparticular to the compounds Ia81.1-Ia81.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is Nmethoxy-N-methylaminocarbonyl##STR86##

Likewise, most particular preference is given to the compounds Ia82; inparticular to the compounds Ia82.1-Ia82.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁶ is ethyl and R⁷ isNmethoxy-N-methylaminocarbonyl: ##STR87##

Likewise, most particular preference is given to the compounds Ia83; inparticular to the compounds Ia83.1-Ia83.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is Nmethoxy-N-methylaminocarbonyl andR⁸ is methyl: ##STR88##

Likewise, most particular preference is given to the compounds Ia84; inparticular to the compounds Ia84.1-Ia84.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is benzyl: ##STR89##

Likewise, most particular preference is given to the compounds Ia85; inparticular to the compounds Ia85.1-Ia85.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁶ is ethyl and R⁷ is benzyl: ##STR90##

Likewise, most particular preference is given to the compounds Ia86; inparticular to the compounds Ia86.1-Ia86.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁶ is npropyl and R⁷ is benzyl:##STR91##

Likewise, most particular preference is given to the compounds Ia87; inparticular to the compounds Ia87.1-Ia87.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁶ is isobutyl and R⁷ is benzyl##STR92##

Likewise, most particular preference is given to the compounds Ia88; inparticular to the compounds Ia88.1-Ia88.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is benzyl and R⁸ is methyl: ##STR93##

Likewise, most particular preference is given to the compounds Ia89; inparticular to the compounds Ia89.1-Ia89.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is 4methylphenylmethyl: ##STR94##

Likewise, most particular preference is given to the compounds Ia90; inparticular to the compounds Ia90.1-Ia90.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁶ is ethyl and R⁷ is4methylphenylmethyl: ##STR95##

Likewise, most particular preference is given to the compounds Ia91; inparticular to the compounds Ia91.1-Ia91.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁶ is npropyl and R⁷ is4methylphenylmethyl: ##STR96##

Likewise, most particular preference is given to the compounds Ia92; inparticular to the compounds Ia92.1-Ia92.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁶ is isobutyl and R⁷ is4methylphenylmethyl: ##STR97##

Likewise, most particular preference is given to the compounds Ia93; inparticular to the compounds Ia93.1-Ia93.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is 4methylphenylmethyl and R.sup. ismethyl: ##STR98##

Likewise, most particular preference is given to the compounds Ia94; inparticular to the compounds Ia94.1-Ia94.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is 4chlorophenylmethyl: ##STR99##

Likewise, most particular preference is given to the compounds Ia95; inparticular to the compounds Ia95.1-Ia95.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁶ is ethyl and R⁷ is4chlorophenylmethyl: ##STR100##

Likewise, most particular preference is given to the compounds Ia96; inparticular to the compounds Ia96.1-Ia96.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁶ is npropyl and R⁷ is4chlorophenylmethyl: ##STR101##

Likewise, most particular preference is given to the compounds Ia97; inparticular to the compounds Ia97.1-Ia97.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁶ is isobutyl and R⁷ is4chlorophenylmethyl: ##STR102##

Likewise, most particular preference is given to the compounds Ia98; inparticular to the compounds Ia98.1-Ia98.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is 4chlorophenylmethyl and R.sup. ismethyl: ##STR103##

Likewise, most particular preference is given to the compounds Ia99; inparticular to the compounds Ia99.1-Ia99.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is 4methoxyphenylmethyl: ##STR104##

Likewise, most particular preference is given to the compounds Ia100; inparticular to the compounds Ia100.1-Ia100.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁶ is ethyl and R⁷ is4methoxyphenylmethyl: ##STR105##

Likewise, most particular preference is given to the compounds Ia101; inparticular to the compounds Ia101.1-Ia101.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is 4methoxyphenylmethyl and R⁸ ismethyl: ##STR106##

Likewise, most particular preference is given to the compounds Ia102; inparticular to the compounds Ia102.1-Ia102.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is 3trifluoromethylphenylmethyl:##STR107##

Likewise, most particular preference is given to the compounds Ia103; inparticular to the compounds Ia103.1-Ia103.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁶ is ethyl and R⁷ is3trifluoromethylphenylmethyl: ##STR108##

Likewise, most particular preference is given to the compounds Ia104; inparticular to the compounds Ia104.1-Ia104.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is 3trifluoromethylphenylmethyl andR⁸ is methyl: ##STR109##

Likewise, most particular preference is given to the compounds Ia105; inparticular to the compounds Ia105.1-Ia105.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is 2,4dichlorophenylmethyl:##STR110##

Likewise, most particular preference is given to the compounds Ia106; inparticular to the compounds Ia106.1-Ia106.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁶ is ethyl and R⁷ is2,4dichlorophenylmethyl: ##STR111##

Likewise, most particular preference is given to the compounds Ia107; inparticular to the compounds Ia107.1-Ia107.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is 2,4dichlorophenylmethyl and R⁸ ismethyl: ##STR112##

Likewise, most particular preference is given to the compounds Ia108; inparticular to the compounds Ia108.1-Ia108.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is phenylcarbonylmethyl: ##STR113##

Likewise, most particular preference is given to the compounds Ia109; inparticular to the compounds Ia109.1-Ia109.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁶ is ethyl and R⁷ isphenylcarbonylmethyl: ##STR114##

Likewise, most particular preference is given to the compounds Ia110; inparticular to the compounds Ia110.1-Ia110.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁶ is npropyl and R⁷ isphenylcarbonylmethyl: ##STR115##

Likewise, most particular preference is given to the compounds Ia111; inparticular to the compounds Ia111.1-Ia111.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁶ is isobutyl and R⁷ isphenylcarbonylmethyl: ##STR116##

Likewise, most particular preference is given to the compounds Ia112; inparticular to the compounds Ia112.1-Ia112.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is phenylcarbonylmethyl and R⁸ ismethyl: ##STR117##

Likewise, most particular preference is given to the compounds Ia113; inparticular to the compounds Ia113.1-Ia113.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is 4methylphenylcarbonylmethyl:##STR118##

Likewise, most particular preference is given to the compounds Ia114; inparticular to the compounds Ia114.1-Ia114.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁶ is ethyl and R⁷ is4methylphenylcarbonylmethyl: ##STR119##

Likewise, most particular preference is given to the compounds Ia115; inparticular to the compounds Ia115.1-Ia115.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is 4methylphenylcarbonylmethyl an R⁸is methyl: ##STR120##

Likewise, most particular preference is given to the compounds Ia116; inparticular to the compounds Ia116.1-Ia116.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is 1(phenylcarbonyl)eth-1yl:##STR121##

Likewise, most particular preference is given to the compounds Ia117; inparticular to the compounds Ia117.1-Ia117.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁶ is ethyl and R⁷ is1(phenylcarbonyl)eth-1yl: ##STR122##

Likewise, most particular preference is given to the compounds Ia118; inparticular to the compounds Ia118.1-Ia118.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is 1(phenylcarbonyl)eth-1yl and R⁸ ismethyl: ##STR123##

Likewise, most particular preference is given to the compounds Ia119; inparticular to the compounds Ia119.1-Ia119.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is phenylcarbonyl: ##STR124##

Likewise, most particular preference is given to the compounds Ia120; inparticular to the compounds Ia120.1-Ia120.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁶ is ethyl and R⁷ is phenylcarbonyl:##STR125##

Likewise, most particular preference is given to the compounds Ia121; inparticular to the compounds Ia121.1-Ia121.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is phenylcarbonyl and R⁸ is methyl:##STR126##

Likewise, most particular preference is given to the compounds Ia122; inparticular to the compounds Ia122.1-Ia122.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is 4methylphenylcarbonyl: ##STR127##

Likewise, most particular preference is given to the compounds Ia123; inparticular to the compounds Ia123.1-Ia123.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁶ is ethyl and R⁷ is4methylphenylcarbonyl: ##STR128##

Likewise, most particular preference is given to the compounds Ia124; inparticular to the compounds Ia124.1-Ia124.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is 4methylphenylcarbonyl and R⁸ ismethyl: ##STR129##

Likewise, most particular preference is given to the compounds Ia125; inparticular to the compounds Ia125.1-Ia125.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is 4chlorophenylcarbonyl: ##STR130##

Likewise, most particular preference is given to the compounds Ia126; inparticular to the compounds Ia126.1-Ia126.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁶ is ethyl and R⁷ is4chlorophenylcarbonyl: ##STR131##

Likewise, most particular preference is given to the compounds Ia127; inparticular to the compounds Ia127.1-Ia127.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is 4chlorophenylcarbonyl and R⁸ ismethyl: ##STR132##

Likewise, most particular preference is given to the compounds Ia128; inparticular to the compounds Ia128.1-Ia128.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is 4methoxyphenylcarbonyl: ##STR133##

Likewise, most particular preference is given to the compounds Ia129; inparticular to the compounds Ia129.1-Ia129.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁶ is ethyl and R⁷ is4methoxyphenylcarbonyl: ##STR134##

Likewise, most particular preference is given to the compounds Ia130; inparticular to the compounds Ia130.1-Ia130.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is 4methoxyphenylcarbonyl and R⁸ ismethyl: ##STR135##

Likewise, most particular preference is given to the compounds Ia131; inparticular to the compounds Ia131.1-Ia131.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is 4trifluoromethylphenylcarbonyl##STR136##

Likewise, most particular preference is given to the compounds Ia132; inparticular to the compounds Ia132.1-Ia132.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁶ is ethyl and R⁷ is4trifluoromethylphenylcarbonyl: ##STR137##

Likewise, most particular preference is given to the compounds Ia133; inparticular to the compounds Ia133.1-Ia133.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is 4trifluoromethylphenylcarbonyl andR⁸ is methyl: ##STR138##

Likewise, most particular preference is given to the compounds Ia134; inparticular to the compounds Ia134.1-Ia134.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is 2,4dichlorophenylcarbonyl:##STR139##

Likewise, most particular preference is given to the compounds Ia135; inparticular to the compounds Ia135.1-Ia135.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁶ is ethyl and R⁷ is2,4dichlorophenylcarbonyl: ##STR140##

Likewise, most particular preference is given to the compounds Ia136; inparticular to the compounds Ia136.1-Ia136.164, which differ from thecompounds Ia1.1-Ia1.164 in that R⁷ is 2,4dichlorophenylcarbonyl and R⁸is methyl: ##STR141##

Likewise, most particular preference is given to the compounds Ia137; inparticular to the compounds Ia137.1-Ia137.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine: ##STR142##

Likewise, most particular preference is given to the compounds Ia138; inparticular to the compounds Ia138.1-Ia138.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine and R⁶ is ethyl:##STR143##

Likewise, most particular preference is given to the compounds Ia139; inparticular to the compounds Ia139.1-Ia139.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine and R⁶ is npropyl:##STR144##

Likewise, most particular preference is given to the compounds Ia140; inparticular to the compounds Ia140.1-Ia140.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine and R⁶ is isobutyl:##STR145##

Likewise, most particular preference is given to the compounds Ia141; inparticular to the compounds Ia141.1-Ia141.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine and R⁸ is methyl##STR146##

Likewise, most particular preference is given to the compounds Ia142; inparticular to the compounds Ia142.1-Ia142.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine and R⁷ is ethyl:##STR147##

Likewise, most particular preference is given to the compounds Ia143; inparticular to the compounds Ia143.1-Ia143.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine and R⁶ and R⁷ are eachethyl: ##STR148##

Likewise, most particular preference is given to the compounds Ia144; inparticular to the compounds Ia144.1-Ia144.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁶ is npropyl and R⁷ isethyl: ##STR149##

Likewise, most particular preference is given to the compounds Ia145; inparticular to the compounds Ia145.1-Ia145.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁶ is isobutyl and R⁷ isethyl: ##STR150##

Likewise, most particular preference is given to the compounds Ia146; inparticular to the compounds Ia146.1-Ia146.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁷ is ethyl and R⁸ ismethyl: ##STR151##

Likewise, most particular preference is given to the compounds Ia147; inparticular to the compounds Ia147.1-Ia147.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine and R⁷ is cyanomethyl:##STR152##

Likewise, most particular preference is given to the compounds Ia148; inparticular to the compounds Ia148.1-Ia148.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁶ is ethyl and R⁷ iscyanomethyl: ##STR153##

Likewise, most particular preference is given to the compounds Ia149; inparticular to the compounds Ia149.1-Ia149.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁷ is cyanomethyl and R⁸is methyl: ##STR154##

Likewise, most particular preference is given to the compounds Ia150; inparticular to the compounds Ia150.1-Ia150.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine and R⁷ is methoxymethyl:##STR155##

Likewise, most particular preference is given to the compounds Ia151; inparticular to the compounds Ia151.1-Ia151.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁶ is ethyl and R⁷ ismethoxymethyl: ##STR156##

Likewise, most particular preference is given to the compounds Ia152; inparticular to the compounds Ia152.1-Ia152.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁷ is methoxymethyl andR⁸ is methyl: ##STR157##

Likewise, most particular preference is given to the compounds Ia153; inparticular to the compounds Ia153.1-Ia153.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine and R⁷ ismethylcarbonyloxymethyl: ##STR158##

Likewise, most particular preference is given to the compounds Ia154; inparticular to the compounds Ia154.1-Ia154.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁶ is ethyl and R⁷ ismethylcarbonyloxymethyl: ##STR159##

Likewise, most particular preference is given to the compounds Ia155; inparticular to the compounds Ia155.1-Ia155.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁷ ismethylcarbonyloxymethyl and R⁸ is methyl: ##STR160##

Likewise, most particular preference is given to the compounds Ia156; inparticular to the compounds Ia156.1-Ia156.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine and R⁷ istertbutylcarbonyloxymethyl: ##STR161##

Likewise, most particular preference is given to the compounds Ia157; inparticular to the compounds Ia157.1-Ia157.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁶ is ethyl and R⁷ istertbutylcarbonyloxymethyl: ##STR162##

Likewise, most particular preference is given to the compounds Ia158; inparticular to the compounds Ia158.1-Ia158.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁷ istertbutylcarbonyloxymethyl and R⁸ is methyl: ##STR163##

Likewise, most particular preference is given to the compounds Ia159; inparticular to the compounds Ia159.1-Ia159.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine and R⁷ ismethoxycarbonylmethyl: ##STR164##

Likewise, most particular preference is given to the compounds Ia160; inparticular to the compounds Ia160.1-Ia160.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁶ is ethyl and R⁷ ismethoxycarbonylmethyl: ##STR165##

Likewise, most particular preference is given to the compounds Ia161; inparticular to the compounds Ia161.1-Ia161.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁷ ismethoxycarbonylmethyl and R⁸ is methyl: ##STR166##

Likewise, most particular preference is given to the compounds Ia162; inparticular to the compounds Ia162.1-Ia162.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine and R⁷ isethoxycarbonylmethyl: ##STR167##

Likewise, most particular preference is given to the compounds Ia163; inparticular to the compounds Ia163.1-Ia163.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁶ is ethyl and R⁷ isethoxycarbonylmethyl: ##STR168##

Likewise, most particular preference is given to the compounds Ia164; inparticular to the compounds Ia164.1-Ia164.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁷ isethoxycarbonylmethyl and R⁸ is methyl: ##STR169##

Likewise, most particular preference is given to the compounds Ia165; inparticular to the compounds Ia165.1-Ia165.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine and R⁷ is1methoxycarbonyleth-1yl: ##STR170##

Likewise, most particular preference is given to the compounds Ia166; inparticular to the compounds Ia166.1-Ia166.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁶ is ethyl and R⁷ is1methoxycarbonyleth-1yl: ##STR171##

Likewise, most particular preference is given to the compounds Ia167; inparticular to the compounds Ia167.1-Ia167.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁷ is1methoxycarbonyleth-1yl and R⁸ is methyl: ##STR172##

Likewise, most particular preference is given to the compounds Ia168; inparticular to the compounds Ia168.1-Ia168.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine and R⁷ is1ethoxycarbonyleth-1yl: ##STR173##

Likewise, most particular preference is given to the compounds Ia169; inparticular to the compounds Ia169.1-Ia169.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁶ is ethyl and R⁷ is1ethoxycarbonyleth-1yl: ##STR174##

Likewise, most particular preference is given to the compounds Ia170; inparticular to the compounds Ia170.1-Ia170.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁷ is1ethoxycarbonyleth-1yl and R⁸ is methyl: ##STR175##

Likewise, most particular preference is given to the compounds Ia171; inparticular to the compounds Ia171.1-Ia171.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine and R⁷ is2methoxyeth-1oxycarbonylmethyl: ##STR176##

Likewise, most particular preference is given to the compounds Ia172; inparticular to the compounds Ia172.1-Ia172.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁶ is ethyl and R⁷ is2methoxyeth-1oxycarbonylmethyl: ##STR177##

Likewise, most particular preference is given to the compounds Ia173; inparticular to the compounds Ia173.1-Ia173.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁷ is2methoxyeth-1oxycarbonylmethyl and R⁸ is methyl: ##STR178##

Likewise, most particular preference is given to the compounds Ia174; inparticular to the compounds Ia174.1-Ia174.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine and R⁷ is2dimethylaminoeth-1oxycarbonylmethyl: ##STR179##

Likewise, most particular preference is given to the compounds Ia175; inparticular to the compounds Ia175.1-Ia175.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁶ is ethyl and R⁷ is2dimethylaminoeth-1oxycarbonylmethyl: ##STR180##

Likewise, most particular preference is given to the compounds Ia176; inparticular to the compounds Ia176.1-Ia176.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁷ is2dimethylaminoeth-1oxycarbonylmethyl and R⁸ is methyl: ##STR181##

Likewise, most particular preference is given to the compounds Ia177; inparticular to the compounds Ia177.1-Ia177.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine and R⁷ ismethylaminocarbonylmethyl: ##STR182##

Likewise, most particular preference is given to the compounds Ia178; inparticular to the compounds Ia178.1-Ia178.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁶ is ethyl and R⁷ ismethylaminocarbonylmethyl: ##STR183##

Likewise, most particular preference is given to the compounds Ia179; inparticular to the compounds Ia179.1-Ia179.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁷ ismethylaminocarbonylmethyl and R⁸ is methyl: ##STR184##

Likewise, most particular preference is given to the compounds Ia180; inparticular to the compounds Ia180.1-Ia180.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine and R⁷ isethylaminocarbonylmethyl: ##STR185##

Likewise, most particular preference is given to the compounds Ia181; inparticular to the compounds Ia181.1-Ia181.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁶ is ethyl and R⁷ isethylaminocarbonylmethyl: ##STR186##

Likewise, most particular preference is given to the compounds Ia182; inparticular to the compounds Ia182.1-Ia182.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁷ isethylaminocarbonylmethyl and R⁸ is methyl: ##STR187##

Likewise, most particular preference is given to the compounds Ia183; inparticular to the compounds Ia183.1-Ia183.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine and R⁷ isdimethylaminocarbonylmethyl: ##STR188##

Likewise, most particular preference is given to the compounds Ia184; inparticular to the compounds Ia184.1-Ia184.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁶ is ethyl and R⁷ isdimethylaminocarbonylmethyl: ##STR189##

Likewise, most particular preference is given to the compounds Ia185; inparticular to the compounds Ia185.1-Ia185.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁷ isdimethylaminocarbonylmethyl and R⁸ is methyl: ##STR190##

Likewise, most particular preference is given to the compounds Ia186; inparticular to the compounds Ia186.1-Ia186.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine and R⁷ isdiethylaminocarbonylmethyl: ##STR191##

Likewise, most particular preference is given to the compounds Ia187; inparticular to the compounds Ia187.1-Ia187.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁶ is ethyl and R⁷ isdiethylaminocarbonylmethyl: ##STR192##

Likewise, most particular preference is given to the compounds Ia188; inparticular to the compounds Ia188.1-Ia188.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁷ isdiethylaminocarbonylmethyl and R⁸ is methyl: ##STR193##

Likewise, most particular preference is given to the compounds Ia189; inparticular to the compounds Ia189.1-Ia189.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine and R⁷ is allyl:##STR194##

Likewise, most particular preference is given to the compounds Ia190; inparticular to the compounds Ia190.1-Ia190.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁶ is ethyl and R⁷ isallyl: ##STR195##

Likewise, most particular preference is given to the compounds Ia191; inparticular to the compounds Ia191.1-Ia191.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁷ is allyl and R⁸ ismethyl: ##STR196##

Likewise, most particular preference is given to the compounds Ia192; inparticular to the compounds Ia192.1-Ia192.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine and R⁷ is propargyl:##STR197##

Likewise, most particular preference is given to the compounds Ia193; inparticular to the compounds Ia193.1-Ia193.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁶ is ethyl and R⁷ ispropargyl: ##STR198##

Likewise, most particular preference is given to the compounds Ia194; inparticular to the compounds Ia194.1-Ia194.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁷ is propargyl and R⁸is methyl: ##STR199##

Likewise, most particular preference is given to the compounds Ia195; inparticular to the compounds Ia195.1-Ia195.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine and R⁷ is methylcarbonyl:##STR200##

Likewise, most particular preference is given to the compounds Ia196; inparticular to the compounds Ia196.1-Ia196.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁶ is ethyl and R⁷ ismethylcarbonyl: ##STR201##

Likewise, most particular preference is given to the compounds Ia197; inparticular to the compounds Ia197.1-Ia197.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁶ is npropyl und R⁷ ismethylcarbonyl: ##STR202##

Likewise, most particular preference is given to the compounds Ia198; inparticular to the compounds Ia198.1-Ia198.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁶ is isobutyl und R⁷ ismethylcarbonyl: ##STR203##

Likewise, most particular preference is given to the compounds Ia199; inparticular to the compounds Ia199.1-Ia199.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁷ is methylcarbonyl andR⁸ is methyl: ##STR204##

Likewise, most particular preference is given to the compounds Ia200; inparticular to the compounds Ia200.1-Ia200.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine and R⁷ is ethylcarbonyl:##STR205##

Likewise, most particular preference is given to the compounds Ia201; inparticular to the compounds Ia201.1-Ia201.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁶ is ethyl and R⁷ isethylcarbonyl: ##STR206##

Likewise, most particular preference is given to the compounds Ia202; inparticular to the compounds Ia202.1-Ia202.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁶ is npropyl und R⁷ isethylcarbonyl: ##STR207##

Likewise, most particular preference is given to the compounds Ia203; inparticular to the compounds Ia203.1-Ia203.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁶ is isobutyl und R⁷ isethylcarbonyl: ##STR208##

Likewise, most particular preference is given to the compounds Ia204; inparticular to the compounds Ia204.1-Ia204.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁷ is ethylcarbonyl andR⁸ is methyl: ##STR209##

Likewise, most particular preference is given to the compounds Ia205; inparticular to the compounds Ia205.1-Ia205.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine and R⁷ ismethoxycarbonyl: ##STR210##

Likewise, most particular preference is given to the compounds Ia206; inparticular to the compounds Ia206.1-Ia206.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁶ is ethyl and R⁷ ismethoxycarbonyl: ##STR211##

Likewise, most particular preference is given to the compounds Ia207; inparticular to the compounds Ia207.1-Ia207.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁷ is methoxycarbonyland R⁸ is methyl: ##STR212##

Likewise, most particular preference is given to the compounds Ia208; inparticular to the compounds Ia208.1-Ia208.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine and R⁷ is ethoxycarbonyl:##STR213##

Likewise, most particular preference is given to the compounds Ia209; inparticular to the compounds Ia209.1-Ia209.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁶ is ethyl and R⁷ isethoxycarbonyl: ##STR214##

Likewise, most particular preference is given to the compounds Ia210; inparticular to the compounds Ia210.1-Ia210.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁷ is ethoxycarbonyl andR⁸ is methyl: ##STR215##

Likewise, most particular preference is given to the compounds Ia211; inparticular to the compounds Ia211.1-Ia211.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine and R⁷ isdimethylaminocarbonyl: ##STR216##

Likewise, most particular preference is given to the compounds Ia212; inparticular to the compounds Ia212.1-Ia212.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁶ is ethyl and R⁷ isdimethylaminocarbonyl: ##STR217##

Likewise, most particular preference is given to the compounds Ia213; inparticular to the compounds Ia213.1-Ia213.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁷ isdimethylaminocarbonyl and R⁸ is methyl: ##STR218##

Likewise, most particular preference is given to the compounds Ia214; inparticular to the compounds Ia214.1-Ia214.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine and R⁷ isdiethylaminocarbonyl: ##STR219##

Likewise, most particular preference is given to the compounds Ia215; inparticular to the compounds Ia215.1-Ia215.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁶ is ethyl and R⁷ isdiethylaminocarbonyl: ##STR220##

Likewise, most particular preference is given to the compounds Ia216; inparticular to the compounds Ia216.1-Ia216.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁷ isdiethylaminocarbonyl and R⁸ is methyl: ##STR221##

Likewise, most particular preference is given to the compounds Ia217; inparticular to the compounds Ia217.1-Ia217.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine and R⁷ isNmethoxy-N-methylaminocarbonyl: ##STR222##

Likewise, most particular preference is given to the compounds Ia218; inparticular to the compounds Ia218.1-Ia218.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁶ is ethyl and R⁷ isNmethoxy-N-methylaminocarbonyl: ##STR223##

Likewise, most particular preference is given to the compounds Ia219; inparticular to the compounds Ia219.1-Ia219.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁷ isNmethoxy-N-methylaminocarbonyl and R⁸ is methyl: ##STR224##

Likewise, most particular preference is given to the compounds Ia220; inparticular to the compounds Ia220.1-Ia220.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine and R⁷ is benzyl##STR225##

Likewise, most particular preference is given to the compounds Ia221; inparticular to the compounds Ia221.1-Ia221.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁶ is ethyl and R⁷ isbenzyl: ##STR226##

Likewise, most particular preference is given to the compounds Ia222; inparticular to the compounds Ia222.1-Ia222.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁶ is npropyl and R⁷ isbenzyl: ##STR227##

Likewise, most particular preference is given to the compounds Ia223; inparticular to the compounds Ia223.1-Ia223.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁶ is isobutyl und R⁷ isbenzyl: ##STR228##

Likewise, most particular preference is given to the compounds Ia224; inparticular to the compounds Ia224.1-Ia224.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁷ is benzyl an R⁸ ismethyl: ##STR229##

Likewise, most particular preference is given to the compounds Ia225; inparticular to the compounds Ia225.1-Ia225.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine and R⁷ is4methylphenylmethyl: ##STR230##

Likewise, most particular preference is given to the compounds Ia226; inparticular to the compounds Ia226.1-Ia226.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁶ is ethyl and R⁷ is4methylphenylmethyl: ##STR231##

Likewise, most particular preference is given to the compounds Ia227; inparticular to the compounds Ia227.1-Ia227.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁶ is npropyl and R⁷ is4methylphenylmethyl: ##STR232##

Likewise, most particular preference is given to the compounds Ia228; inparticular to the compounds Ia228.1-Ia228.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁶ is isobutyl und R⁷ is4methylphenylmethyl: ##STR233##

Likewise, most particular preference is given to the compounds Ia229; inparticular to the compounds Ia229.1-Ia229.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁷ is4methylphenylmethyl and R⁸ is methyl: ##STR234##

Likewise, most particular preference is given to the compounds Ia230; inparticular to the compounds Ia230.1-Ia230.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine and R⁷ is4chlorophenylmethyl: ##STR235##

Likewise, most particular preference is given to the compounds Ia231; inparticular to the compounds Ia231.1-Ia231.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁶ is ethyl and R⁷ is4chlorophenylmethyl: ##STR236##

Likewise, most particular preference is given to the compounds Ia232; inparticular to the compounds Ia232.1-Ia232.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁶ is npropyl and R⁷ is4chlorophenylmethyl: ##STR237##

Likewise, most particular preference is given to the compounds Ia233; inparticular to the compounds Ia233.1-Ia233.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁶ is isobutyl und R⁷ is4chlorophenylmethyl: ##STR238##

Likewise, most particular preference is given to the compounds Ia234; inparticular to the compounds Ia234.1-Ia234.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁷ is4chlorophenylmethyl and R⁸ is methyl: ##STR239##

Likewise, most particular preference is given to the compounds Ia235; inparticular to the compounds Ia235.1-Ia235.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine and R⁷ is4methoxyphenylmethyl: ##STR240##

Likewise, most particular preference is given to the compounds Ia236; inparticular to the compounds Ia236.1-Ia236.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁶ is ethyl and R⁷ is4methoxyphenylmethyl: ##STR241##

Likewise, most particular preference is given to the compounds Ia237; inparticular to the compounds Ia237.1-Ia237.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁷ is4methoxyphenylmethyl and R⁸ is methyl: ##STR242##

Likewise, most particular preference is given to the compounds Ia238; inparticular to the compounds Ia238.1-Ia238.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine and R⁷ is3trifluoromethylphenylmethyl: ##STR243##

Likewise, most particular preference is given to the compounds Ia239; inparticular to the compounds Ia239.1-Ia239.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁶ is ethyl and R⁷ is3trifluoromethylphenylmethyl: ##STR244##

Likewise, most particular preference is given to the compounds Ia237; inparticular to the compounds Ia237.1-Ia237.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁷ is3trifluoromethylphenylmethyl and R⁸ is methyl: ##STR245##

Likewise, most particular preference is given to the compounds Ia241; inparticular to the compounds Ia241.1-Ia241.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine and R⁷ is2,4dichlorophenylmethyl: ##STR246##

Likewise, most particular preference is given to the compounds Ia242; inparticular to the compounds Ia242.1-Ia242.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁶ is ethyl and R⁷ is2,4dichlorophenylmethyl: ##STR247##

Likewise, most particular preference is given to the compounds Ia243; inparticular to the compounds Ia243.1-Ia243.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁷ is2,4dichlorophenylmethyl and R⁸ is methyl: ##STR248##

Likewise, most particular preference is given to the compounds Ia244; inparticular to the compounds Ia244.1-Ia244.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine and R⁷ isphenylcarbonylmethyl: ##STR249##

Likewise, most particular preference is given to the compounds Ia245; inparticular to the compounds Ia245.1-Ia245.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁶ is ethyl and R⁷ isphenylcarbonylmethyl: ##STR250##

Likewise, most particular preference is given to the compounds Ia246; inparticular to the compounds Ia246.1-Ia246.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁶ is npropyl and R⁷ isphenylcarbonylmethyl: ##STR251##

Likewise, most particular preference is given to the compounds Ia247; inparticular to the compounds Ia247.1-Ia247.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁶ is isobutyl and R⁷ isphenylcarbonylmethyl: ##STR252##

Likewise, most particular preference is given to the compounds Ia248; inparticular to the compounds Ia248.1-Ia248.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁷ isphenylcarbonylmethyl and R⁸ is methyl: ##STR253##

Likewise, most particular preference is given to the compounds Ia249; inparticular to the compounds Ia249.1-Ia249.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine and R⁷ is4methylphenylcarbonylmethyl: ##STR254##

Likewise, most particular preference is given to the compounds Ia250; inparticular to the compounds Ia250.1-Ia250.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁶ is ethyl and R⁷ is4methylphenylcarbonylmethyl: ##STR255##

Likewise, most particular preference is given to the compounds Ia251; inparticular to the compounds Ia251.1-Ia251.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁷ is4methylphenylcarbonylmethyl and R⁸ is methyl: ##STR256##

Likewise, most particular preference is given to the compounds Ia252; inparticular to the compounds Ia252.1-Ia252.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine and R⁷ is1(phenylcarbonyl)eth-1yl: ##STR257##

Likewise, most particular preference is given to the compounds Ia253; inparticular to the compounds Ia253.1-Ia253.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁶ is ethyl and R⁷ is1(phenylcarbonyl)eth-1yl: ##STR258##

Likewise, most particular preference is given to the compounds Ia254; inparticular to the compounds Ia254.1-Ia254.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁷ is1(phenylcarbonyl)eth-1yl and R⁸ is methyl: ##STR259##

Likewise, most particular preference is given to the compounds Ia255; inparticular to the compounds Ia255.1-Ia255.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine and R⁷ is phenylcarbonyl:##STR260##

Likewise, most particular preference is given to the compounds Ia256; inparticular to the compounds Ia256.1-Ia256.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁶ is ethyl and R⁷ isphenylcarbonyl: ##STR261##

Likewise, most particular preference is given to the compounds Ia257; inparticular to the compounds Ia257.1-Ia257.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁷ is phenylcarbonyl andR⁸ is methyl: ##STR262##

Likewise, most particular preference is given to the compounds Ia258; inparticular to the compounds Ia258.1-Ia258.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine and R⁷ is4methylphenylcarbonyl: ##STR263##

Likewise, most particular preference is given to the compounds Ia259; inparticular to the compounds Ia259.1-Ia259.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁶ is ethyl and R⁷ is4methylphenylcarbonyl: ##STR264##

Likewise, most particular preference is given to the compounds Ia260; inparticular to the compounds Ia260.1-Ia260.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁷ is4methylphenylcarbonyl and R⁸ is methyl: ##STR265##

Likewise, most particular preference is given to the compounds Ia261; inparticular to the compounds Ia261.1-Ia261.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine and R⁷ is4chlorophenylcarbonyl: ##STR266##

Likewise, most particular preference is given to the compounds Ia262; inparticular to the compounds Ia262.1-Ia262.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁶ is ethyl and R⁷ is4chlorophenylcarbonyl: ##STR267##

Likewise, most particular preference is given to the compounds Ia263; inparticular to the compounds Ia263.1-Ia263.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁷ is4chlorophenylcarbonyl and R⁸ is methyl: ##STR268##

Likewise, most particular preference is given to the compounds Ia264; inparticular to the compounds Ia264.1-Ia264.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine and R⁷ is4methoxyphenylcarbonyl: ##STR269##

Likewise, most particular preference is given to the compounds Ia265; inparticular to the compounds Ia265.1-Ia265.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁶ is ethyl and R⁷ is4methoxyphenylcarbonyl: ##STR270##

Likewise, most particular preference is given to the compounds Ia266; inparticular to the compounds Ia266.1-Ia266.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁷ is4methoxyphenylcarbonyl and R⁸ is methyl: ##STR271##

Likewise, most particular preference is given to the compounds Ia267; inparticular to the compounds Ia267.1-Ia267.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine and R⁷ is4trifluoromethylphenylcarbonyl: ##STR272##

Likewise, most particular preference is given to the compounds Ia268; inparticular to the compounds Ia268.1-Ia268.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁶ is ethyl and R⁷ is4trifluoromethylphenylcarbonyl: ##STR273##

Likewise, most particular preference is given to the compounds Ia269; inparticular to the compounds Ia269.1-Ia269.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁷ is4trifluoromethylphenylcarbonyl and R⁸ is methyl: ##STR274##

Likewise, most particular preference is given to the compounds Ia270; inparticular to the compounds Ia270.1-Ia270.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine and R⁷ is2,4dichlorophenylcarbonyl: ##STR275##

Likewise, most particular preference is given to the compounds Ia271; inparticular to the compounds Ia271.1-Ia271.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁶ is ethyl and R⁷ is2,4dichlorophenylcarbonyl: ##STR276##

Likewise, most particular preference is given to the compounds Ia272; inparticular to the compounds Ia272.1-Ia272.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is chlorine, R⁷ is2,4dichlorophenylcarbonyl and R⁸ is methyl: ##STR277##

Likewise, most particular preference is given to the compounds Ia273; inparticular to the compounds Ia273.1-Ia273.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl: ##STR278##

Likewise, most particular preference is given to the compounds Ia274; inparticular to the compounds Ia274.1-Ia274.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl and R⁶ is ethyl: ##STR279##

Likewise, most particular preference is given to the compounds Ia275; inparticular to the compounds Ia275.1-Ia275.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl and R⁶ is npropyl:##STR280##

Likewise, most particular preference is given to the compounds Ia276; inparticular to the compounds Ia276.1-Ia276.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl and R⁶ is isobutyl##STR281##

Likewise, most particular preference is given to the compounds Ia277; inparticular to the compounds Ia277.1-Ia277.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ and R⁸ are each methyl: ##STR282##

Likewise, most particular preference is given to the compounds Ia278; inparticular to the compounds Ia278.1-Ia278.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl and R⁷ is ethyl: ##STR283##

Likewise, most particular preference is given to the compounds Ia279; inparticular to the compounds Ia279.1-Ia279.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl and R⁶ and R⁷ are eachethyl: ##STR284##

Likewise, most particular preference is given to the compounds Ia280; inparticular to the compounds Ia280.1-Ia280.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁶ is npropyl and R⁷ isethyl: ##STR285##

Likewise, most particular preference is given to the compounds Ia281; inparticular to the compounds Ia281.1-Ia281.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁶ is isobutyl an R⁷ isethyl: ##STR286##

Likewise, most particular preference is given to the compounds Ia282; inparticular to the compounds Ia282.1-Ia282.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁷ is ethyl and R⁸ ismethyl: ##STR287##

Likewise, most particular preference is given to the compounds Ia283; inparticular to the compounds Ia283.1-Ia283.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl and R⁷ is cyanomethyl:##STR288##

Likewise, most particular preference is given to the compounds Ia284; inparticular to the compounds Ia284.1-Ia284.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁶ is ethyl and R⁷ iscyanomethyl: ##STR289##

Likewise, most particular preference is given to the compounds Ia285; inparticular to the compounds Ia285.1-Ia285.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁷ is cyanomethyl and R⁸is methyl: ##STR290##

Likewise, most particular preference is given to the compounds Ia286; inparticular to the compounds Ia286.1-Ia286.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl and R⁷ is methoxymethyl:##STR291##

Likewise, most particular preference is given to the compounds Ia287; inparticular to the compounds Ia287.1-Ia287.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁶ is ethyl and R⁷ ismethoxymethyl: ##STR292##

Likewise, most particular preference is given to the compounds Ia288; inparticular to the compounds Ia288.1-Ia288.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁷ is methoxymethyl and R⁸is methyl: ##STR293##

Likewise, most particular preference is given to the compounds Ia289; inparticular to the compounds Ia289.1-Ia289.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl and R⁷ ismethylcarbonyloxymethyl: ##STR294##

Likewise, most particular preference is given to the compounds Ia290; inparticular to the compounds Ia290.1-Ia290.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁶ is ethyl and R⁷ ismethylcarbonyloxymethyl: ##STR295##

Likewise, most particular preference is given to the compounds Ia291; inparticular to the compounds Ia291.1-Ia291.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁷ ismethylcarbonyloxymethyl and R⁸ is methyl: ##STR296##

Likewise, most particular preference is given to the compounds Ia292; inparticular to the compounds Ia292.1-Ia292.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl and R⁷ istertbutylcarbonyloxymethyl: ##STR297##

Likewise, most particular preference is given to the compounds Ia293; inparticular to the compounds Ia293.1-Ia293.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁶ is ethyl and R⁷ istertbutylcarbonyloxymethyl: ##STR298##

Likewise, most particular preference is given to the compounds Ia294; inparticular to the compounds Ia294.1-Ia294.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁷ istertbutylcarbonyloxymethyl and R⁸ is methyl: ##STR299##

Likewise, most particular preference is given to the compounds Ia295; inparticular to the compounds Ia295.1-Ia295.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl and R⁷ ismethoxycarbonylmethyl: ##STR300##

Likewise, most particular preference is given to the compounds Ia296; inparticular to the compounds Ia296.1-Ia296.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁶ is ethyl and R⁷ ismethoxycarbonylmethyl: ##STR301##

Likewise, most particular preference is given to the compounds Ia297; inparticular to the compounds Ia297.1-Ia297.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁷ ismethoxycarbonylmethyl and R⁸ is methyl: ##STR302##

Likewise, most particular preference is given to the compounds Ia298; inparticular to the compounds Ia298.1-Ia298.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl and R⁷ isethoxycarbonylmethyl: ##STR303##

Likewise, most particular preference is given to the compounds Ia299; inparticular to the compounds Ia299.1-Ia299.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁶ is ethyl and R⁷ isethoxycarbonylmethyl: ##STR304##

Likewise, most particular preference is given to the compounds Ia300; inparticular to the compounds Ia300.1-Ia300.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁷ is ethoxycarbonylmethyland R⁸ is methyl: ##STR305##

Likewise, most particular preference is given to the compounds Ia301; inparticular to the compounds Ia301.1-Ia301.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl and R⁷ is1methoxycarbonyleth-1yl: ##STR306##

Likewise, most particular preference is given to the compounds Ia302; inparticular to the compounds Ia302.1-Ia302.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁶ is ethyl and R⁷ is1methoxycarbonyleth-1yl: ##STR307##

Likewise, most particular preference is given to the compounds Ia303; inparticular to the compounds Ia303.1-Ia303.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁷ is1methoxycarbonyleth-1yl and R⁸ is methyl: ##STR308##

Likewise, most particular preference is given to the compounds Ia304; inparticular to the compounds Ia304.1-Ia304.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl and R⁷ is1ethoxycarbonyleth-1yl: ##STR309##

Likewise, most particular preference is given to the compounds Ia305; inparticular to the compounds Ia305.1-Ia305.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁶ is ethyl and R⁷ is1ethoxycarbonyleth-1yl: ##STR310##

Likewise, most particular preference is given to the compounds Ia306; inparticular to the compounds Ia306.1-Ia306.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁷ is1ethoxycarbonyleth-1yl and R⁸ is methyl: ##STR311##

Likewise, most particular preference is given to the compounds Ia307; inparticular to the compounds Ia307.1-Ia307.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl and R⁷ is2methoxyeth-1oxycarbonylmethyl: ##STR312##

Likewise, most particular preference is given to the compounds Ia308; inparticular to the compounds Ia308.1-Ia308.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁶ is ethyl and R⁷ is2methoxyeth-1oxycarbonylmethyl: ##STR313##

Likewise, most particular preference is given to the compounds Ia309; inparticular to the compounds Ia309.1-Ia309.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁷ is2methoxyeth-1oxycarbonylmethyl and R⁸ is methyl: ##STR314##

Likewise, most particular preference is given to the compounds Ia310; inparticular to the compounds Ia310.1-Ia310.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl and R⁷ is2dimethylaminoeth-1oxycarbonylmethyl: ##STR315##

Likewise, most particular preference is given to the compounds Ia311; inparticular to the compounds Ia311.1-Ia311.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁶ is ethyl and R⁷ is2dimethylaminoeth-1oxycarbonylmethyl: ##STR316##

Likewise, most particular preference is given to the compounds Ia312; inparticular to the compounds Ia312.1-Ia312.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁷ is2dimethylaminoeth-1oxycarbonylmethyl and R⁸ is methyl: ##STR317##

Likewise, most particular preference is given to the compounds Ia313; inparticular to the compounds Ia313.1-Ia313.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl and R⁷ ismethylaminocarbonylmethyl: ##STR318##

Likewise, most particular preference is given to the compounds Ia314; inparticular to the compounds Ia314.1-Ia314.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁶ is ethyl and R⁷ ismethylaminocarbonylmethyl: ##STR319##

Likewise, most particular preference is given to the compounds Ia315; inparticular to the compounds Ia315.1-Ia315.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁷ ismethylaminocarbonylmethyl and R⁸ is methyl: ##STR320##

Likewise, most particular preference is given to the compounds Ia316; inparticular to the compounds Ia316.1-Ia316.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl and R⁷ isethylaminocarbonylmethyl: ##STR321##

Likewise, most particular preference is given to the compounds Ia317; inparticular to the compounds Ia317.1-Ia317.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁶ is ethyl and R⁷ isethylaminocarbonylmethyl: ##STR322##

Likewise, most particular preference is given to the compounds Ia318; inparticular to the compounds Ia318.1-Ia318.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁷ isethylaminocarbonylmethyl and R⁸ is methyl: ##STR323##

Likewise, most particular preference is given to the compounds Ia319; inparticular to the compounds Ia319.1-Ia319.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl and R⁷ isdimethylaminocarbonylmethyl: ##STR324##

Likewise, most particular preference is given to the compounds Ia320; inparticular to the compounds Ia320.1-Ia320.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁶ is ethyl and R⁷ isdimethylaminocarbonylmethyl: ##STR325##

Likewise, most particular preference is given to the compounds Ia321; inparticular to the compounds Ia321.1-Ia321.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁷ isdimethylaminocarbonylmethyl and R⁸ is methyl: ##STR326##

Likewise, most particular preference is given to the compounds Ia322; inparticular to the compounds Ia322.1-Ia322.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl and R⁷ isdiethylaminocarbonylmethyl: ##STR327##

Likewise, most particular preference is given to the compounds Ia323; inparticular to the compounds Ia323.1-Ia323.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁶ is ethyl and R⁷ isdiethylaminocarbonylmethyl: ##STR328##

Likewise, most particular preference is given to the compounds Ia324; inparticular to the compounds Ia324.1-Ia324.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁷ isdiethylaminocarbonylmethyl and R⁸ is methyl: ##STR329##

Likewise, most particular preference is given to the compounds Ia325; inparticular to the compounds Ia325.1-Ia325.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl and R⁷ is allyl: ##STR330##

Likewise, most particular preference is given to the compounds Ia326; inparticular to the compounds Ia326.1-Ia326.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁶ is ethyl and R⁷ isallyl: ##STR331##

Likewise, most particular preference is given to the compounds Ia327; inparticular to the compounds Ia327.1-Ia327.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁷ is allyl and R⁸ ismethyl: ##STR332##

Likewise, most particular preference is given to the compounds Ia328; inparticular to the compounds Ia328.1-Ia328.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl and R⁷ is propargyl:##STR333##

Likewise, most particular preference is given to the compounds Ia329; inparticular to the compounds Ia329.1-Ia329.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁶ is ethyl and R⁷ ispropargyl: ##STR334##

Likewise, most particular preference is given to the compounds Ia330; inparticular to the compounds Ia330.1-Ia330.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁷ is propargyl and R⁸ ismethyl: ##STR335##

Likewise, most particular preference is given to the compounds Ia331; inparticular to the compounds Ia331.1-Ia331.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl and R⁷ is methylcarbonyl:##STR336##

Likewise, most particular preference is given to the compounds Ia332; inparticular to the compounds Ia332.1-Ia332.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁶ is ethyl and R⁷ ismethylcarbonyl: ##STR337##

Likewise, most particular preference is given to the compounds Ia333; inparticular to the compounds Ia333.1-Ia333.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁶ is npropyl and R⁷ ismethylcarbonyl: ##STR338##

Likewise, most particular preference is given to the compounds Ia334; inparticular to the compounds Ia334.1-Ia334.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁶ is isobutyl an R⁷ ismethylcarbonyl: ##STR339##

Likewise, most particular preference is given to the compounds Ia335; inparticular to the compounds Ia335.1-Ia335.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁷ is methylcarbonyl andR⁸ is methyl: ##STR340##

Likewise, most particular preference is given to the compounds Ia336; inparticular to the compounds Ia336.1-Ia336.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl and R⁷ is ethylcarbonyl:##STR341##

Likewise, most particular preference is given to the compounds Ia337; inparticular to the compounds Ia337.1-Ia337.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁶ is ethyl and R⁷ isethylcarbonyl: ##STR342##

Likewise, most particular preference is given to the compounds Ia338; inparticular to the compounds Ia338.1-Ia338.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁶ is npropyl and R⁷ isethylcarbonyl: ##STR343##

Likewise, most particular preference is given to the compounds Ia339; inparticular to the compounds Ia339.1-Ia339.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁶ is isobutyl an R⁷ isethylcarbonyl: ##STR344##

Likewise, most particular preference is given to the compounds Ia340; inparticular to the compounds Ia340.1-Ia340.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁷ is ethylcarbonyl and R⁸is methyl: ##STR345##

Likewise, most particular preference is given to the compounds Ia341; inparticular to the compounds Ia341.1-Ia341.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl and R⁷ is methoxycarbonyl:##STR346##

Likewise, most particular preference is given to the compounds Ia342; inparticular to the compounds Ia342.1-Ia342.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁶ is ethyl and R⁷ ismethoxycarbonyl: ##STR347##

Likewise, most particular preference is given to the compounds Ia343; inparticular to the compounds Ia343.1-Ia343.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁷ is methoxycarbonyl andR⁸ is methyl: ##STR348##

Likewise, most particular preference is given to the compounds Ia344; inparticular to the compounds Ia344.1-Ia344.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl and R⁷ is ethoxycarbonyl:##STR349##

Likewise, most particular preference is given to the compounds Ia345; inparticular to the compounds Ia345.1-Ia345.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁶ is ethyl and R⁷ isethoxycarbonyl: ##STR350##

Likewise, most particular preference is given to the compounds Ia346; inparticular to the compounds Ia346.1-Ia346.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁷ is ethoxycarbonyl andR⁸ is methyl: ##STR351##

Likewise, most particular preference is given to the compounds Ia347; inparticular to the compounds Ia347.1-Ia347.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl and R⁷ isdimethylaminocarbonyl: ##STR352##

Likewise, most particular preference is given to the compounds Ia348; inparticular to the compounds Ia348.1-Ia348.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁶ is ethyl and R⁷ isdimethylaminocarbonyl: ##STR353##

Likewise, most particular preference is given to the compounds Ia349; inparticular to the compounds Ia349.1-Ia349.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁷ isdimethylaminocarbonyl and R⁸ is methyl: ##STR354##

Likewise, most particular preference is given to the compounds Ia350; inparticular to the compounds Ia350.1-Ia350.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl and R⁷ isdiethylaminocarbonyl: ##STR355##

Likewise, most particular preference is given to the compounds Ia351; inparticular to the compounds Ia351.1-Ia351.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁶ is ethyl and R⁷ isdiethylaminocarbonyl: ##STR356##

Likewise, most particular preference is given to the compounds Ia352; inparticular to the compounds Ia352.1-Ia352.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁷ is diethylaminocarbonyland R⁸ is methyl: ##STR357##

Likewise, most particular preference is given to the compounds Ia353; inparticular to the compounds Ia353.1-Ia353.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl and R⁷ isNmethoxy-N-methylaminocarbonyl: ##STR358##

Likewise, most particular preference is given to the compounds Ia354; inparticular to the compounds Ia354.1-Ia354.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁶ is ethyl and R⁷ isNmethoxy-N-methylaminocarbonyl: ##STR359##

Likewise, most particular preference is given to the compounds Ia355; inparticular to the compounds Ia355.1-Ia355.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁷ isNmethoxy-N-methylaminocarbonyl and R⁸ is methyl: ##STR360##

Likewise, most particular preference is given to the compounds Ia356; inparticular to the compounds Ia356.1-Ia356.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl and R⁷ is benzyl:##STR361##

Likewise, most particular preference is given to the compounds Ia357; inparticular to the compounds Ia357.1-Ia357.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁶ is ethyl and R⁷ isbenzyl: ##STR362##

Likewise, most particular preference is given to the compounds Ia358; inparticular to the compounds Ia358.1-Ia358.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁶ is npropyl and R⁷ isbenzyl: ##STR363##

Likewise, most particular preference is given to the compounds Ia359; inparticular to the compounds Ia359.1-Ia359.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁶ is isobutyl an R⁷ isbenzyl: ##STR364##

Likewise, most particular preference is given to the compounds Ia360; inparticular to the compounds Ia360.1-Ia360.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁷ is benzyl and R⁸ ismethyl: ##STR365##

Likewise, most particular preference is given to the compounds Ia361; inparticular to the compounds Ia361.1-Ia361.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl and R⁷ is4methylphenylmethyl: ##STR366##

Likewise, most particular preference is given to the compounds Ia362; inparticular to the compounds Ia362.1-Ia362.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁶ is ethyl and R⁷ is4methylphenylmethyl: ##STR367##

Likewise, most particular preference is given to the compounds Ia363; inparticular to the compounds Ia363.1-Ia363.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁶ is npropyl und R⁷ is4methylphenylmethyl: ##STR368##

Likewise, most particular preference is given to the compounds Ia364; inparticular to the compounds Ia364.1-Ia364.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁶ is isobutyl un R⁷ is4methylphenylmethyl: ##STR369##

Likewise, most particular preference is given to the compounds Ia365; inparticular to the compounds Ia365.1-Ia365.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁷ is 4methylphenylmethyland R⁸ is methyl: ##STR370##

Likewise, most particular preference is given to the compounds Ia366; inparticular to the compounds Ia366.1-Ia366.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl and R⁷ is4chlorophenylmethyl: ##STR371##

Likewise, most particular preference is given to the compounds Ia367; inparticular to the compounds Ia367.1-Ia367.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁶ is ethyl and R⁷ is4chlorophenylmethyl: ##STR372##

Likewise, most particular preference is given to the compounds Ia368; inparticular to the compounds Ia368.1-Ia368.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁶ is npropyl und R⁷ is4chlorophenylmethyl: ##STR373##

Likewise, most particular preference is given to the compounds Ia369; inparticular to the compounds Ia369.1-Ia369.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁶ is isobutyl un R⁷ is4chlorophenylmethyl: ##STR374##

Likewise, most particular preference is given to the compounds Ia370; inparticular to the compounds Ia370.1-Ia370.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁷ is 4chlorophenylmethyland R⁸ is methyl: ##STR375##

Likewise, most particular preference is given to the compounds Ia371; inparticular to the compounds Ia371.1-Ia371.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl and R⁷ is4methoxyphenylmethyl: ##STR376##

Likewise, most particular preference is given to the compounds Ia372; inparticular to the compounds Ia372.1-Ia372.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁶ is ethyl and R⁷ is4methoxyphenylmethyl: ##STR377##

Likewise, most particular preference is given to the compounds Ia373; inparticular to the compounds Ia373.1-Ia373.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁷ is 4methoxyphenylmethyland R⁸ is methyl: ##STR378##

Likewise, most particular preference is given to the compounds Ia374; inparticular to the compounds Ia374.1-Ia374.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl and R⁷ is3trifluoromethylphenylmethyl: ##STR379##

Likewise, most particular preference is given to the compounds Ia375; inparticular to the compounds Ia375.1-Ia375.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁶ is ethyl and R⁷ is3trifluoromethylphenylmethyl: ##STR380##

Likewise, most particular preference is given to the compounds Ia376; inparticular to the compounds Ia376.1-Ia376.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁷ is3trifluoromethylphenylmethyl and R⁸ is methyl: ##STR381##

Likewise, most particular preference is given to the compounds Ia377; inparticular to the compounds Ia377.1-Ia377.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl and R⁷ is2,4dichlorophenylmethyl: ##STR382##

Likewise, most particular preference is given to the compounds Ia378; inparticular to the compounds Ia378.1-Ia378.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁶ is ethyl and R⁷ is2,4dichlorophenylmethyl: ##STR383##

Likewise, most particular preference is given to the compounds Ia379; inparticular to the compounds Ia379.1-Ia379.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁷ is2,4dichlorophenylmethyl and R⁸ is methyl: ##STR384##

Likewise, most particular preference is given to the compounds Ia380; inparticular to the compounds Ia380.1-Ia380.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl and R⁷ isphenylcarbonylmethyl: ##STR385##

Likewise, most particular preference is given to the compounds Ia381; inparticular to the compounds Ia381.1-Ia381.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁶ is ethyl and R⁷ isphenylcarbonylmethyl: ##STR386##

Likewise, most particular preference is given to the compounds Ia382; inparticular to the compounds Ia382.1-Ia382.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁶ is npropyl and R⁷ isphenylcarbonylmethyl: ##STR387##

Likewise, most particular preference is given to the compounds Ia383; inparticular to the compounds Ia383.1-Ia383.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁶ is isobutyl an R⁷ isphenylcarbonylmethyl: ##STR388##

Likewise, most particular preference is given to the compounds Ia384; inparticular to the compounds Ia384.1-Ia384.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁷ is phenylcarbonylmethyland R⁸ is methyl: ##STR389##

Likewise, most particular preference is given to the compounds Ia385; inparticular to the compounds Ia385.1-Ia385.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl and R⁷ is4methylphenylcarbonylmethyl: ##STR390##

Likewise, most particular preference is given to the compounds Ia386; inparticular to the compounds Ia386.1-Ia386.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁶ is ethyl and R⁷ is4methylphenylcarbonylmethyl: ##STR391##

Likewise, most particular preference is given to the compounds Ia387; inparticular to the compounds Ia387.1-Ia387.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁷ is4methylphenylcarbonylmethyl and R⁸ is methyl: ##STR392##

Likewise, most particular preference is given to the compounds Ia388; inparticular to the compounds Ia388.1-Ia388.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl and R⁷ is1(phenylcarbonyl)eth-1yl: ##STR393##

Likewise, most particular preference is given to the compounds Ia389; inparticular to the compounds Ia389.1-Ia389.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁶ is ethyl and R⁷ is1(phenylcarbonyl)eth-1yl: ##STR394##

Likewise, most particular preference is given to the compounds Ia390; inparticular to the compounds Ia390.1-Ia390.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁷ is1(phenylcarbonyl)eth-1yl and R⁸ is methyl: ##STR395##

Likewise, most particular preference is given to the compounds Ia391; inparticular to the compounds Ia391.1-Ia391.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl and R⁷ is phenylcarbonyl:##STR396##

Likewise, most particular preference is given to the compounds Ia392; inparticular to the compounds Ia392.1-Ia392.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁶ is ethyl and R⁷ isphenylcarbonyl: ##STR397##

Likewise, most particular preference is given to the compounds Ia393; inparticular to the compounds Ia393.1-Ia393.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁷ is phenylcarbonyl andR⁸ is methyl: ##STR398##

Likewise, most particular preference is given to the compounds Ia394; inparticular to the compounds Ia394.1-Ia394.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl and R⁷ is4methylphenylcarbonyl: ##STR399##

Likewise, most particular preference is given to the compounds Ia395; inparticular to the compounds Ia395.1-Ia395.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁶ is ethyl and R⁷ is4methylphenylcarbonyl: ##STR400##

Likewise, most particular preference is given to the compounds Ia396; inparticular to the compounds Ia396.1-Ia396.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁷ is4methylphenylcarbonyl and R⁸ is methyl: ##STR401##

Likewise, most particular preference is given to the compounds Ia397; inparticular to the compounds Ia397.1-Ia397.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl and R⁷ is4chlorophenylcarbonyl: ##STR402##

Likewise, most particular preference is given to the compounds Ia398; inparticular to the compounds Ia398.1-Ia398.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁶ is ethyl and R⁷ is4chlorophenylcarbonyl: ##STR403##

Likewise, most particular preference is given to the compounds Ia399; inparticular to the compounds Ia399.1-Ia399.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁷ is4chlorophenylcarbonyl and R⁸ is methyl: ##STR404##

Likewise, most particular preference is given to the compounds Ia400; inparticular to the compounds Ia400.1-Ia400.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl and R⁷ is4methoxyphenylcarbonyl: ##STR405##

Likewise, most particular preference is given to the compounds Ia401; inparticular to the compounds Ia401.1-Ia401.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁶ is ethyl and R⁷ is4methoxyphenylcarbonyl: ##STR406##

Likewise, most particular preference is given to the compounds Ia402; inparticular to the compounds Ia402.1-Ia402.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁷ is4methoxyphenylcarbonyl and R⁸ is methyl: ##STR407##

Likewise, most particular preference is given to the compounds Ia403; inparticular to the compounds Ia403.1-Ia403.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl and R⁷ is4trifluoromethylphenylcarbonyl: ##STR408##

Likewise, most particular preference is given to the compounds Ia404; inparticular to the compounds Ia404.1-Ia404.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁶ is ethyl and R⁷ is4trifluoromethylphenylcarbonyl: ##STR409##

Likewise, most particular preference is given to the compounds Ia405; inparticular to the compounds Ia405.1-Ia405.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁷ is4trifluoromethylphenylcarbonyl and R⁸ is methyl: ##STR410##

Likewise, most particular preference is given to the compounds Ia406; inparticular to the compounds Ia406.1-Ia406.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl and R⁷ is2,4dichlorophenylcarbonyl: ##STR411##

Likewise, most particular preference is given to the compounds Ia407; inparticular to the compounds Ia407.1-Ia407.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁶ is ethyl and R⁷ is2,4dichlorophenylcarbonyl: ##STR412##

Likewise, most particular preference is given to the compounds Ia408; inparticular to the compounds Ia408.1-Ia408.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R⁷ is2,4dichlorophenylcarbonyl and R⁸ is methyl: ##STR413##

Likewise, most particular preference is given to the compounds Ia409; inparticular to the compounds Ia409.1-Ia409.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methoxy: ##STR414##

Likewise, most particular preference is given to the compounds Ia410; inparticular to the compounds Ia410.1-Ia410.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methoxy and R⁶ is ethyl:##STR415##

Likewise, most particular preference is given to the compounds Ia411; inparticular to the compounds Ia411.1-Ia411.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methoxy and R⁸ is methyl:##STR416##

Likewise, most particular preference is given to the compounds Ia412; inparticular to the compounds Ia412.1-Ia412.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methoxy and R⁷ is ethyl:##STR417##

Likewise, most particular preference is given to the compounds Ia413; inparticular to the compounds Ia413.1-Ia413.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methoxy and R⁶ and R.sup. are eachethyl: ##STR418##

Likewise, most particular preference is given to the compounds Ia414; inparticular to the compounds Ia414.1-Ia414.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methoxy, R⁷ is ethyl and R⁸ ismethyl: ##STR419##

Likewise, most particular preference is given to the compounds Ia415; inparticular to the compounds Ia415.1-Ia415.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methoxy and R⁷ is allyl:##STR420##

Likewise, most particular preference is given to the compounds Ia416; inparticular to the compounds Ia416.1-Ia416.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methoxy, R⁶ is ethyl and R⁷ isallyl: ##STR421##

Likewise, most particular preference is given to the compounds Ia417; inparticular to the compounds Ia417.1-Ia417.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methoxy, R⁷ is allyl and R⁸ ismethyl: ##STR422##

Likewise, most particular preference is given to the compounds Ia418; inparticular to the compounds Ia418.1-Ia418.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methoxy and R⁷ is methylcarbonyl:##STR423##

Likewise, most particular preference is given to the compounds Ia419; inparticular to the compounds Ia419.1-Ia419.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methoxy, R⁶ is ethyl and R⁷ ismethylcarbonyl: ##STR424##

Likewise, most particular preference is given to the compounds Ia420; inparticular to the compounds Ia420.1-Ia420.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methoxy, R⁷ is methylcarbonyl andR⁸ is methyl: ##STR425##

Likewise, most particular preference is given to the compounds Ia421; inparticular to the compounds Ia421.1-Ia421.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methoxy and R⁷ is methoxycarbonyl:##STR426##

Likewise, most particular preference is given to the compounds Ia422; inparticular to the compounds Ia422.1-Ia422.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methoxy, R⁶ is ethyl and R⁷ ismethoxycarbonyl: ##STR427##

Likewise, most particular preference is given to the compounds Ia423; inparticular to the compounds Ia423.1-Ia423.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methoxy, R⁷ is methoxycarbonyl andR⁸ is methyl: ##STR428##

Likewise, most particular preference is given to the compounds Ia424; inparticular to the compounds Ia424.1-Ia424.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methoxy and R⁷ isdimethylaminocarbonyl: ##STR429##

Likewise, most particular preference is given to the compounds Ia425; inparticular to the compounds Ia425.1-Ia425.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methoxy, R⁶ is ethyl and R⁷ isdimethylaminocarbonyl: ##STR430##

Likewise, most particular preference is given to the compounds Ia426; inparticular to the compounds Ia426.1-Ia426.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methoxy, R⁷ isdimethylaminocarbonyl and R⁸ is methyl: ##STR431##

Likewise, most particular preference is given to the compounds Ia427; inparticular to the compounds Ia427.1-Ia427.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methoxy and R⁷ ismethoxycarbonylmethyl: ##STR432##

Likewise, most particular preference is given to the compounds Ia428; inparticular to the compounds Ia428.1-Ia428.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methoxy, R⁶ is ethyl and R⁷ ismethoxycarbonylmethyl: ##STR433##

Likewise, most particular preference is given to the compounds Ia429; inparticular to the compounds Ia429.1-Ia429.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methoxy, R⁷ ismethoxycarbonylmethyl and R⁸ is methyl: ##STR434##

Likewise, most particular preference is given to the compounds Ia430; inparticular to the compounds Ia430.1-Ia430.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methoxy and R⁷ isdimethylaminocarbonylmethyl: ##STR435##

Likewise, most particular preference is given to the compounds Ia431; inparticular to the compounds Ia431.1-Ia431.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methoxy, R⁶ is ethyl and R⁷ isdimethylaminocarbonylmethyl: ##STR436##

Likewise, most particular preference is given to the compounds Ia432; inparticular to the compounds Ia432.1-Ia432.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methoxy, R⁷ isdimethylaminocarbonylmethyl and R⁸ is methyl: ##STR437##

Likewise, most particular preference is given to the compounds Ia433; inparticular to the compounds Ia433.1-Ia433.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methoxy and R⁷ isphenylcarbonylmethyl: ##STR438##

Likewise, most particular preference is given to the compounds Ia434; inparticular to the compounds Ia434.1-Ia434.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methoxy, R⁶ is ethyl and R⁷ isphenylcarbonylmethyl: ##STR439##

Likewise, most particular preference is given to the compounds Ia435; inparticular to the compounds Ia435.1-Ia435.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methoxy, R⁷ isphenylcarbonylmethyl and R⁸ is methyl: ##STR440##

Likewise, most particular preference is given to the compounds Ia436; inparticular to the compounds Ia436.1-Ia436.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methoxy and R⁷ is4methylphenylcarbonylmethyl: ##STR441##

Likewise, most particular preference is given to the compounds Ia437; inparticular to the compounds Ia437.1-Ia437.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methoxy, R⁶ is ethyl and R⁷ is4methylphenylcarbonylmethyl: ##STR442##

Likewise, most particular preference is given to the compounds Ia438; inparticular to the compounds Ia438.1-Ia438.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methoxy, R⁷ is4methylphenylcarbonylmethyl and R⁸ is methyl: ##STR443##

Likewise, most particular preference is given to the compounds Ia439; inparticular to the compounds Ia439.1-Ia439.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methoxy and R⁷ is phenylcarbonyl:##STR444##

Likewise, most particular preference is given to the compounds Ia440; inparticular to the compounds Ia440.1-Ia440.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methoxy, R⁶ is ethyl and R⁷ isphenylcarbonyl: ##STR445##

Likewise, most particular preference is given to the compounds Ia441; inparticular to the compounds Ia441.1-Ia441.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methoxy, R⁷ is phenylcarbonyl andR⁸ is methyl: ##STR446##

Likewise, most particular preference is given to the compounds Ia442; inparticular to the compounds Ia442.1-Ia442.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methoxy and R⁷ is4methylphenylcarbonyl: ##STR447##

Likewise, most particular preference is given to the compounds Ia443; inparticular to the compounds Ia443.1-Ia443.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methoxy, R⁶ is ethyl and R⁷ is4methylphenylcarbonyl: ##STR448##

Likewise, most particular preference is given to the compounds Ia444; inparticular to the compounds Ia444.1-Ia444.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methoxy, R⁷ is4methylphenylcarbonyl and R⁸ is methyl: ##STR449##

Likewise, most particular preference is given to the compounds Ia445; inparticular to the compounds Ia445.1-Ia445.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methoxy and R⁷ is benzyl:##STR450##

Likewise, most particular preference is given to the compounds Ia446; inparticular to the compounds Ia446.1-Ia446.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methoxy, R⁶ is ethyl and R⁷ isbenzyl: ##STR451##

Likewise, most particular preference is given to the compounds Ia447; inparticular to the compounds Ia447.1-Ia447.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methoxy, R⁷ is benzyl and R⁸ ismethyl: ##STR452##

Likewise, most particular preference is given to the compounds Ia448; inparticular to the compounds Ia448.1-Ia448.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methoxy and R⁷ is4methylphenylmethyl: ##STR453##

Likewise, most particular preference is given to the compounds Ia449; inparticular to the compounds Ia449.1-Ia449.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methoxy, R⁶ is ethyl and R⁷ is4methylphenylmethyl: ##STR454##

Likewise, most particular preference is given to the compounds Ia450; inparticular to the compounds Ia450.1-Ia450.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methoxy, R⁷ is 4methylphenylmethyland R⁸ is methyl: ##STR455##

Likewise, most particular preference is given to the compounds Ia451; inparticular to the compounds Ia451.1-Ia451.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methoxy and R⁷ is4chlorophenylmethyl: ##STR456##

Likewise, most particular preference is given to the compounds Ia452; inparticular to the compounds Ia452.1-Ia452.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methoxy, R⁶ is ethyl and R⁷ is4chlorophenylmethyl: ##STR457##

Likewise, most particular preference is given to the compounds Ia453; inparticular to the compounds Ia453.1-Ia453.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methoxy, R⁷ is 4chlorophenylmethyland R⁸ is methyl: ##STR458##

Likewise, most particular preference is given to the compounds Ia454; inparticular to the compounds Ia454.1-Ia454.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is ethylsulfonyl: ##STR459##

Likewise, most particular preference is given to the compounds Ia455; inparticular to the compounds Ia455.1-Ia455.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is ethylsulfonyl and R⁶ is ethyl:##STR460##

Likewise, most particular preference is given to the compounds Ia456; inparticular to the compounds Ia456.1-Ia456.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is ethylsulfonyl and R⁸ is methyl:##STR461##

Likewise, most particular preference is given to the compounds Ia457; inparticular to the compounds Ia457.1-Ia457.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is ethylsulfonyl and R⁷ is ethyl:##STR462##

Likewise, most particular preference is given to the compounds Ia458; inparticular to the compounds Ia458.1-Ia458.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is ethylsulfonyl, R⁶ and R⁷ are eachethyl: ##STR463##

Likewise, most particular preference is given to the compounds Ia459; inparticular to the compounds Ia459.1-Ia459.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is ethylsulfonyl, R⁷ is ethy and R⁸is methyl: ##STR464##

Likewise, most particular preference is given to the compounds Ia460; inparticular to the compounds Ia460.1-Ia460.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is ethylsulfonyl and R⁷ is allyl:##STR465##

Likewise, most particular preference is given to the compounds Ia461; inparticular to the compounds Ia461.1-Ia461.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is ethylsulfonyl, R⁶ and R⁷ are eachallyl: ##STR466##

Likewise, most particular preference is given to the compounds Ia462; inparticular to the compounds Ia462.1-Ia462.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is ethylsulfonyl, R⁷ is ally and R⁸is methyl: ##STR467##

Likewise, most particular preference is given to the compounds Ia463; inparticular to the compounds Ia463.1-Ia463.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is ethylsulfonyl and R⁷ ismethylcarbonyl: ##STR468##

Likewise, most particular preference is given to the compounds Ia464; inparticular to the compounds Ia464.1-Ia464.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is ethylsulfonyl, R⁶ is ethy and R⁷is methylcarbonyl: ##STR469##

Likewise, most particular preference is given to the compounds Ia465; inparticular to the compounds Ia465.1-Ia465.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is ethylsulfonyl, R⁷ ismethylcarbonyl and R⁸ is methyl: ##STR470##

Likewise, most particular preference is given to the compounds Ia466; inparticular to the compounds Ia466.1-Ia466.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is ethylsulfonyl and R⁷ ismethoxycarbonyl: ##STR471##

Likewise, most particular preference is given to the compounds Ia467; inparticular to the compounds Ia467.1-Ia467.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is ethylsulfonyl, R⁶ is ethy and R⁷is methoxycarbonyl: ##STR472##

Likewise, most particular preference is given to the compounds Ia468; inparticular to the compounds Ia468.1-Ia468.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is ethylsulfonyl, R⁷ ismethoxycarbonyl and R⁸ is methyl: ##STR473##

Likewise, most particular preference is given to the compounds Ia469; inparticular to the compounds Ia469.1-Ia469.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is ethylsulfonyl and R⁷ isdimethylaminocarbonyl: ##STR474##

Likewise, most particular preference is given to the compounds Ia470; inparticular to the compounds Ia470.1-Ia470.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is ethylsulfonyl, R⁶ is ethy and R⁷is dimethylaminocarbonyl: ##STR475##

Likewise, most particular preference is given to the compounds Ia471; inparticular to the compounds Ia471.1-Ia471.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is ethylsulfonyl, R⁷ isdimethylaminocarbonyl and R⁸ is methyl: ##STR476##

Likewise, most particular preference is given to the compounds Ia472; inparticular to the compounds Ia472.1-Ia472.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is ethylsulfonyl and R⁷ ismethoxycarbonylmethyl: ##STR477##

Likewise, most particular preference is given to the compounds Ia473; inparticular to the compounds Ia473.1-Ia473.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is ethylsulfonyl, R⁶ is ethy and R⁷is methoxycarbonylmethyl: ##STR478##

Likewise, most particular preference is given to the compounds Ia474; inparticular to the compounds Ia474.1-Ia474.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is ethylsulfonyl, R⁷ ismethoxycarbonylmethyl and R⁸ is methyl: ##STR479##

Likewise, most particular preference is given to the compounds Ia475; inparticular to the compounds Ia475.1-Ia475.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is ethylsulfonyl and R⁷ isdimethylaminocarbonylmethyl: ##STR480##

Likewise, most particular preference is given to the compounds Ia476; inparticular to the compounds Ia476.1-Ia476.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is ethylsulfonyl, R⁶ is ethy and R⁷is dimethylaminocarbonylmethyl: ##STR481##

Likewise, most particular preference is given to the compounds Ia477; inparticular to the compounds Ia477.1-Ia477.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is ethylsulfonyl, R⁷ isdimethylaminocarbonylmethyl and R⁸ is methyl: ##STR482##

Likewise, most particular preference is given to the compounds Ia478; inparticular to the compounds Ia478.1-Ia478.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is ethylsulfonyl and R⁷ isphenylcarbonylmethyl: ##STR483##

Likewise, most particular preference is given to the compounds Ia479; inparticular to the compounds Ia479.1-Ia479.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is ethylsulfonyl, R⁶ is ethy and R⁷is phenylcarbonylmethyl: ##STR484##

Likewise, most particular preference is given to the compounds Ia480; inparticular to the compounds Ia480.1-Ia480.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is ethylsulfonyl, R⁷ isphenylcarbonylmethyl and R⁸ is methyl: ##STR485##

Likewise, most particular preference is given to the compounds Ia481; inparticular to the compounds Ia481.1-Ia481.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is ethylsulfonyl and R⁷ is4methylphenylcarbonylmethyl: ##STR486##

Likewise, most particular preference is given to the compounds Ia482; inparticular to the compounds Ia482.1-Ia482.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is ethylsulfonyl, R⁶ s ethyl and R⁷is 4methylphenylcarbonylmethyl: ##STR487##

Likewise, most particular preference is given to the compounds Ia483; inparticular to the compounds Ia483.1-Ia483.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is ethylsulfonyl, R⁷4methylphenylcarbonylmethyl and R⁸ is methyl: ##STR488##

Likewise, most particular preference is given to the compounds Ia484; inparticular to the compounds Ia484.1-Ia484.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is ethylsulfonyl and isphenylcarbonyl: ##STR489##

Likewise, most particular preference is given to the compounds Ia485; inparticular to the compounds Ia485.1-Ia485.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is ethylsulfonyl, R⁶ is ethy and R⁷is phenylcarbonyl: ##STR490##

Likewise, most particular preference is given to the compounds Ia486; inparticular to the compounds Ia486.1-Ia486.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is ethylsulfonyl, R⁷ isphenylcarbonyl and R⁸ is methyl: ##STR491##

Likewise, most particular preference is given to the compounds Ia487; inparticular to the compounds Ia487.1-Ia487.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is ethylsulfonyl and R⁷ is4methylphenylcarbonyl: ##STR492##

Likewise, most particular preference is given to the compounds Ia488; inparticular to the compounds Ia488.1-Ia488.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is ethylsulfonyl, R⁶ is ethy and R⁷is 4methylphenylcarbonyl: ##STR493##

Likewise, most particular preference is given to the compounds Ia489; inparticular to the compounds Ia489.1-Ia489.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is ethylsulfonyl, R⁷ is4methylphenylcarbonyl and R⁸ is methyl: ##STR494##

Likewise, most particular preference is given to the compounds Ia490; inparticular to the compounds Ia490.1-Ia490.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is ethylsulfonyl and R⁷ is benzyl:##STR495##

Likewise, most particular preference is given to the compounds Ia491; inparticular to the compounds Ia491.1-Ia491.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is ethylsulfonyl, R⁶ is ethy and R⁷is benzyl: ##STR496##

Likewise, most particular preference is given to the compounds Ia492; inparticular to the compounds Ia492.1-Ia492.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is ethylsulfonyl, R⁷ is benzyl and R⁸is methyl: ##STR497##

Likewise, most particular preference is given to the compounds Ia493; inparticular to the compounds Ia493.1-Ia493.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is ethylsulfonyl and R⁷ is4methylphenylmethyl: ##STR498##

Likewise, most particular preference is given to the compounds Ia494; inparticular to the compounds Ia494.1-Ia494.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is ethylsulfonyl, R⁶ is ethy and R⁷is 4methylphenylmethyl: ##STR499##

Likewise, most particular preference is given to the compounds Ia495; inparticular to the compounds Ia495.1-Ia495.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is ethylsulfonyl, R⁷ is4methylphenylmethyl and R⁸ is methyl: ##STR500##

Likewise, most particular preference is given to the compounds Ia496; inparticular to the compounds Ia496.1-Ia496.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is ethylsulfonyl and R⁷ is4chlorophenylmethyl: ##STR501##

Likewise, most particular preference is given to the compounds Ia497; inparticular to the compounds Ia497.1-Ia497.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is ethylsulfonyl, R⁶ is ethy and R⁷is 4chlorophenylmethyl: ##STR502##

Likewise, most particular preference is given to the compounds Ia498; inparticular to the compounds Ia498.1-Ia498.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is ethylsulfonyl, R⁷ is4chlorophenylmethyl and R⁸ is methyl: ##STR503##

Likewise, most particular preference is given to the compounds Ia499; inparticular to the compounds Ia499.1-Ia499.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is trifluoromethyl: ##STR504##

Likewise, most particular preference is given to the compounds Ia500; inparticular to the compounds Ia500.1-Ia500.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is trifluoromethyl and R⁶ is ethyl:##STR505##

Likewise, most particular preference is given to the compounds Ia501; inparticular to the compounds Ia501.1-Ia501.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is trifluoromethyl and R⁷ is ethyl:##STR506##

Likewise, most particular preference is given to the compounds Ia502; inparticular to the compounds Ia502.1-Ia502.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is trifluoromethyl and R⁶ an R⁷ areeach ethyl: ##STR507##

Likewise, most particular preference is given to the compounds Ia503; inparticular to the compounds Ia503.1-Ia503.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is trifluoromethyl and R⁷ ismethylcarbonyl: ##STR508##

Likewise, most particular preference is given to the compounds Ia504; inparticular to the compounds Ia504.1-Ia504.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is trifluoromethyl, R⁶ is ethyl andR⁷ is methylcarbonyl: ##STR509##

Likewise, most particular preference is given to the compounds Ia505; inparticular to the compounds Ia505.1-Ia505.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is trifluoromethyl and R⁷ ismethoxycarbonyl: ##STR510##

Likewise, most particular preference is given to the compounds Ia506; inparticular to the compounds Ia506.1-Ia506.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is trifluoromethyl, R⁶ is ethyl andR⁷ is methoxycarbonyl: ##STR511##

Likewise, most particular preference is given to the compounds Ia507; inparticular to the compounds Ia507.1-Ia507.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is trifluoromethyl and R⁷ isdimethylaminocarbonyl: ##STR512##

Likewise, most particular preference is given to the compounds Ia508; inparticular to the compounds Ia508.1-Ia508.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is trifluoromethyl, R⁶ is ethyl andR⁷ is dimethylaminocarbonyl: ##STR513##

Likewise, most particular preference is given to the compounds Ia509; inparticular to the compounds Ia509.1-Ia509.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is trifluoromethyl and R⁷ ismethoxycarbonylmethyl: ##STR514##

Likewise, most particular preference is given to the compounds Ia510; inparticular to the compounds Ia510.1-Ia510.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is trifluoromethyl, R⁶ is ethyl andR⁷ is methoxycarbonylmethyl: ##STR515##

Likewise, most particular preference is given to the compounds Ia511; inparticular to the compounds Ia511.1-Ia511.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is trifluoromethyl and R⁷ isphenylcarbonylmethyl: ##STR516##

Likewise, most particular preference is given to the compounds Ia512; inparticular to the compounds Ia512.1-Ia512.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is trifluoromethyl, R⁶ is ethyl andR⁷ is phenylcarbonylmethyl: ##STR517##

Likewise, most particular preference is given to the compounds Ia513; inparticular to the compounds Ia513.1-Ia513.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is trifluoromethyl and R⁷ isphenylcarbonyl: ##STR518##

Likewise, most particular preference is given to the compounds Ia514; inparticular to the compounds Ia514.1-Ia514.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is trifluoromethyl, R⁶ is ethyl andR⁷ is phenylcarbonyl: ##STR519##

Likewise, most particular preference is given to the compounds Ia515; inparticular to the compounds Ia515.1-Ia515.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is trifluoromethyl and R⁷ is benzyl:##STR520##

Likewise, most particular preference is given to the compounds Ia516; inparticular to the compounds Ia516.1-Ia516.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is trifluoromethyl, R⁶ is ethyl andR⁷ is benzyl: ##STR521##

Likewise, most particular preference is given to the compounds Ia517; inparticular to the compounds Ia517.1-Ia517.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is hydrogen: ##STR522##

Likewise, most particular preference is given to the compounds Ia518; inparticular to the compounds Ia518.1-Ia518.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is hydrogen and R⁶ is ethyl:##STR523##

Likewise, most particular preference is given to the compounds Ia519; inparticular to the compounds Ia519.1-Ia519.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is hydrogen and R⁷ is ethyl:##STR524##

Likewise, most particular preference is given to the compounds Ia520; inparticular to the compounds Ia520.1-Ia520.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is hydrogen and R⁶ and R⁷ are eachethyl: ##STR525##

Likewise, most particular preference is given to the compounds Ia521; inparticular to the compounds Ia521.1-Ia521.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is hydrogen and R⁷ is methylcarbonyl:##STR526##

Likewise, most particular preference is given to the compounds Ia522; inparticular to the compounds Ia522.1-Ia522.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is hydrogen, R⁶ is ethyl and R⁷ ismethylcarbonyl: ##STR527##

Likewise, most particular preference is given to the compounds Ia523; inparticular to the compounds Ia523.1-Ia523.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is hydrogen and R⁷ ismethoxycarbonyl: ##STR528##

Likewise, most particular preference is given to the compounds Ia524; inparticular to the compounds Ia524.1-Ia524.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is hydrogen, R⁶ is ethyl and R⁷ ismethoxycarbonyl: ##STR529##

Likewise, most particular preference is given to the compounds Ia525; inparticular to the compounds Ia525.1-Ia525.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is hydrogen and R⁷ isdimethylaminocarbonyl: ##STR530##

Likewise, most particular preference is given to the compounds Ia526; inparticular to the compounds Ia526.1-Ia526.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is hydrogen, R⁶ is ethyl and R⁷ isdimethylaminocarbonyl: ##STR531##

Likewise, most particular preference is given to the compounds Ia527; inparticular to the compounds Ia527.1-Ia527.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is hydrogen and R⁷ ismethoxycarbonylmethyl: ##STR532##

Likewise, most particular preference is given to the compounds Ia528; inparticular to the compounds Ia528.1-Ia528.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is hydrogen, R⁶ is ethyl and R⁷ ismethoxycarbonylmethyl: ##STR533##

Likewise, most particular preference is given to the compounds Ia529; inparticular to the compounds Ia529.1-Ia529.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is hydrogen and R⁷ isphenylcarbonylmethyl: ##STR534##

Likewise, most particular preference is given to the compounds Ia530; inparticular to the compounds Ia530.1-Ia530.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is hydrogen, R⁶ is ethyl and R⁷ isphenylcarbonylmethyl: ##STR535##

Likewise, most particular preference is given to the compounds Ia531; inparticular to the compounds Ia531.1-Ia531.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is hydrogen and R⁷ is phenylcarbonyl:##STR536##

Likewise, most particular preference is given to the compounds Ia532; inparticular to the compounds Ia532.1-Ia532.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is hydrogen, R⁶ is ethyl and R⁷ isphenylcarbonyl: ##STR537##

Likewise, most particular preference is given to the compounds Ia533; inparticular to the compounds Ia533.1-Ia533.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is hydrogen and R⁷ is benzyl##STR538##

Likewise, most particular preference is given to the compounds Ia534; inparticular to the compounds Ia534.1-Ia534.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is hydrogen, R⁶ is ethyl and R⁷ isbenzyl: ##STR539##

Likewise, most particular preference is given to the compounds Ia535; inparticular to the compounds Ia535.1-Ia535.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl and R³ is hydrogen##STR540##

Likewise, most particular preference is given to the compounds Ia536; inparticular to the compounds Ia536.1-Ia536.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R³ is hydrogen an R⁶ isethyl: ##STR541##

Likewise, most particular preference is given to the compounds Ia537; inparticular to the compounds Ia537.1-Ia537.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R³ is hydrogen an R⁷ isethyl: ##STR542##

Likewise, most particular preference is given to the compounds Ia538; inparticular to the compounds Ia538.1-Ia538.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R³ is hydrogen an R⁶ andR⁷ are each ethyl: ##STR543##

Likewise, most particular preference is given to the compounds Ia539; inparticular to the compounds Ia539.1-Ia539.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R³ is hydrogen an R⁷ ismethylcarbonyl: ##STR544##

Likewise, most particular preference is given to the compounds Ia540; inparticular to the compounds Ia540.1-Ia540.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R³ is hydrogen, R⁶ isethyl and R⁷ is methylcarbonyl: ##STR545##

Likewise, most particular preference is given to the compounds Ia541; inparticular to the compounds Ia541.1-Ia541.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R³ is hydrogen an R⁷ ismethoxycarbonyl: ##STR546##

Likewise, most particular preference is given to the compounds Ia542; inparticular to the compounds Ia542.1-Ia542.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R³ is hydrogen, R⁶ isethyl and R⁷ is methoxycarbonyl: ##STR547##

Likewise, most particular preference is given to the compounds Ia543; inparticular to the compounds Ia543.1-Ia543.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R³ is hydrogen an R⁷ isdimethylaminocarbonyl: ##STR548##

Likewise, most particular preference is given to the compounds Ia544; inparticular to the compounds Ia544.1-Ia544.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R³ is hydrogen, R⁶ isethyl and R⁷ is dimethylaminocarbonyl: ##STR549##

Likewise, most particular preference is given to the compounds Ia545; inparticular to the compounds Ia545.1-Ia545.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R³ is hydrogen an R⁷ ismethoxycarbonylmethyl: ##STR550##

Likewise, most particular preference is given to the compounds Ia546; inparticular to the compounds Ia546.1-Ia546.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R³ is hydrogen, R⁶ isethyl and R⁷ is methoxycarbonylmethyl: ##STR551##

Likewise, most particular preference is given to the compounds Ia547; inparticular to the compounds Ia547.1-Ia547.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R³ is hydrogen an R⁷ isphenylcarbonylmethyl: ##STR552##

Likewise, most particular preference is given to the compounds Ia548; inparticular to the compounds Ia548.1-Ia548.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R³ is hydrogen, R⁶ isethyl and R⁷ is phenylcarbonylmethyl: ##STR553##

Likewise, most particular preference is given to the compounds Ia549; inparticular to the compounds Ia549.1-Ia549.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R³ is hydrogen an R⁷ isphenylcarbonyl: ##STR554##

Likewise, most particular preference is given to the compounds Ia550; inparticular to the compounds Ia550.1-Ia550.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R³ is hydrogen, R⁶ isethyl and R⁷ is phenylcarbonyl: ##STR555##

Likewise, most particular preference is given to the compounds Ia551; inparticular to the compounds Ia551.1-Ia551.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R³ is hydrogen an R⁷ isbenzyl: ##STR556##

Likewise, most particular preference is given to the compounds Ia552; inparticular to the compounds Ia552.1-Ia552.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R³ is hydrogen, R⁶ isethyl and R⁷ is benzyl: ##STR557##

Likewise, most particular preference is given to the compounds Ia553; inparticular to the compounds Ia553.1-Ia553.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl and R³ is chlorine##STR558##

Likewise, most particular preference is given to the compounds Ia554; inparticular to the compounds Ia554.1-Ia554.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R³ is chlorine an R⁶ isethyl: ##STR559##

Likewise, most particular preference is given to the compounds Ia555; inparticular to the compounds Ia555.1-Ia555.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R³ is chlorine an R⁷ isethyl: ##STR560##

Likewise, most particular preference is given to the compounds Ia556; inparticular to the compounds Ia556.1-Ia556.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R³ is chlorine, R⁶ and R⁷are each ethyl: ##STR561##

Likewise, most particular preference is given to the compounds Ia557; inparticular to the compounds Ia557.1-Ia557.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R³ is chlorine an R⁷ ismethylcarbonyl: ##STR562##

Likewise, most particular preference is given to the compounds Ia558; inparticular to the compounds Ia558.1-Ia558.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R³ is chlorine, R⁶ isethyl and R⁷ is methylcarbonyl: ##STR563##

Likewise, most particular preference is given to the compounds Ia559; inparticular to the compounds Ia559.1-Ia559.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R³ is chlorine an R⁷ ismethoxycarbonyl: ##STR564##

Likewise, most particular preference is given to the compounds Ia560; inparticular to the compounds Ia560.1-Ia560.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R³ is chlorine, R⁶ isethyl and R⁷ is methoxycarbonyl: ##STR565##

Likewise, most particular preference is given to the compounds Ia56l; inparticular to the compounds Ia561.1-Ia561.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R³ is chlorine an R⁷ isdimethylaminocarbonyl: ##STR566##

Likewise, most particular preference is given to the compounds Ia562; inparticular to the compounds Ia562.1-Ia562.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R³ is chlorine, R⁶ isethyl and R⁷ is dimethylaminocarbonyl: ##STR567##

Likewise, most particular preference is given to the compounds Ia563; inparticular to the compounds Ia563.1-Ia563.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R³ is chlorine an R⁷ ismethoxycarbonylmethyl: ##STR568##

Likewise, most particular preference is given to the compounds Ia564; inparticular to the compounds Ia564.1-Ia564.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R³ is chlorine, R⁶ isethyl and R⁷ is methoxycarbonylmethyl: ##STR569##

Likewise, most particular preference is given to the compounds Ia565; inparticular to the compounds Ia565.1-Ia565.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R³ is chlorine an R⁷ isphenylcarbonylmethyl: ##STR570##

Likewise, most particular preference is given to the compounds Ia566; inparticular to the compounds Ia566.1-Ia566.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R³ is chlorine, R⁶ isethyl and R⁷ is phenylcarbonylmethyl: ##STR571##

Likewise, most particular preference is given to the compounds Ia567; inparticular to the compounds Ia567.1-Ia567.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R³ is chlorine an R⁷ isphenylcarbonyl: ##STR572##

Likewise, most particular preference is given to the compounds Ia568; inparticular to the compounds Ia568.1-Ia568.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R³ is chlorine, R⁶ isethyl and R⁷ is phenylcarbonyl: ##STR573##

Likewise, most particular preference is given to the compounds Ia569; inparticular to the compounds Ia569.1-Ia569.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R³ is chlorine an R⁷ isbenzyl: ##STR574##

Likewise, most particular preference is given to the compounds Ia570; inparticular to the compounds Ia570.1-Ia570.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is methyl, R³ is chlorine, R⁶ isethyl and R⁷ is benzyl: ##STR575##

Likewise, most particular preference is given to the compounds Ia571; inparticular to the compounds Ia571.1-Ia571.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is methyl and R⁷ is ethyl: ##STR576##

Likewise, most particular preference is given to the compounds Ia572; inparticular to the compounds Ia572.1-Ia572.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is methyl, R⁶ and R⁷ ar each ethyl:##STR577##

Likewise, most particular preference is given to the compounds Ia573; inparticular to the compounds Ia573.1-Ia573.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is methyl and R⁷ is methylcarbonyl:##STR578##

Likewise, most particular preference is given to the compounds Ia574; inparticular to the compounds Ia574.1-Ia574.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is methyl, R⁶ ethyl and R⁷ ismethylcarbonyl: ##STR579##

Likewise, most particular preference is given to the compounds Ia575; inparticular to the compounds Ia575.1-Ia575.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is methyl and R⁷ isdimethylaminocarbonyl: ##STR580##

Likewise, most particular preference is given to the compounds Ia576; inparticular to the compounds Ia576.1-Ia576.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is methyl, R⁶ is ethyl and R⁷ isdimethylaminocarbonyl: ##STR581##

Likewise, most particular preference is given to the compounds Ia577; inparticular to the compounds Ia577.1-Ia577.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is methyl and R⁷ isphenylcarbonylmethyl: ##STR582##

Likewise, most particular preference is given to the compounds Ia578; inparticular to the compounds Ia578.1-Ia578.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is methyl, R⁶ is ethyl and R⁷ isphenylcarbonylmethyl: ##STR583##

Likewise, most particular preference is given to the compounds Ia579; inparticular to the compounds Ia579.1-Ia579.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is methyl and R⁷ is benzyl:##STR584##

Likewise, most particular preference is given to the compounds Ia580; inparticular to the compounds Ia580.1-Ia580.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is methyl, R⁶ is ethyl and R⁷ isbenzyl: ##STR585##

Likewise, most particular preference is given to the compounds Ia581; inparticular to the compounds Ia581.1-Ia581.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ and R⁴ are each methyl and R⁷ isethyl: ##STR586##

Likewise, most particular preference is given to the compounds Ia582; inparticular to the compounds Ia582.1-Ia582.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ and R⁴ are each methyl and R⁶ and R⁷are each ethyl: ##STR587##

Likewise, most particular preference is given to the compounds Ia583; inparticular to the compounds Ia583.1-Ia583.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ and R⁴ are each methyl and R⁷ ismethylcarbonyl: ##STR588##

Likewise, most particular preference is given to the compounds Ia584; inparticular to the compounds Ia584.1-Ia584.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ and R⁴ are each methyl, R⁶ is ethyland R⁷ is methylcarbonyl: ##STR589##

Likewise, most particular preference is given to the compounds Ia585; inparticular to the compounds Ia585.1-Ia585.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ and R⁴ are each methyl and R⁷ isdimethylaminocarbonyl: ##STR590##

Likewise, most particular preference is given to the compounds Ia586; inparticular to the compounds Ia586.1-Ia586.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ and R⁴ are each methyl, R⁶ is ethyland R⁷ is dimethylaminocarbonyl: ##STR591##

Likewise, most particular preference is given to the compounds Ia587; inparticular to the compounds Ia587.1-Ia587.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ and R⁴ are each methyl and R⁷ isphenylcarbonylmethyl: ##STR592##

Likewise, most particular preference is given to the compounds Ia588; inparticular to the compounds Ia588.1-Ia588.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ and R⁴ are each methyl, R⁶ is ethyland R⁷ is phenylcarbonylmethyl: ##STR593##

Likewise, most particular preference is given to the compounds Ia589; inparticular to the compounds Ia589.1-Ia589.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ and R⁴ are each methyl and R⁷ isbenzyl: ##STR594##

Likewise, most particular preference is given to the compounds Ia590; inparticular to the compounds Ia590.1-Ia590.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ and R⁴ are each methyl, R⁶ is ethyland R⁷ is benzyl: ##STR595##

Likewise, most particular preference is given to the compounds Ia591; inparticular to the compounds Ia591.1-Ia591.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is trifluoromethyl and R⁷ is ethyl:##STR596##

Likewise, most particular preference is given to the compounds Ia592; inparticular to the compounds Ia592.1-Ia592.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is trifluoromethyl and R⁶ an R⁷ areeach ethyl: ##STR597##

Likewise, most particular preference is given to the compounds Ia593; inparticular to the compounds Ia593.1-Ia593.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is trifluoromethyl and R⁷ ismethylcarbonyl: ##STR598##

Likewise, most particular preference is given to the compounds Ia594; inparticular to the compounds Ia594.1-Ia594.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is trifluoromethyl, R⁶ is ethyl andR⁷ is methylcarbonyl: ##STR599##

Likewise, most particular preference is given to the compounds Ia595; inparticular to the compounds Ia595.1-Ia595.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is trifluoromethyl and R⁷ isdimethylaminocarbonyl: ##STR600##

Likewise, most particular preference is given to the compounds Ia596; inparticular to the compounds Ia596.1-Ia596.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is trifluoromethyl, R⁶ is ethyl andR⁷ is dimethylaminocarbonyl: ##STR601##

Likewise, most particular preference is given to the compounds Ia597; inparticular to the compounds Ia597.1-Ia597.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is trifluoromethyl and R⁷ isphenylcarbonylmethyl: ##STR602##

Likewise, most particular preference is given to the compounds Ia598; inparticular to the compounds Ia598.1-Ia598.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is trifluoromethyl, R⁶ is ethyl andR⁷ is phenylcarbonylmethyl: ##STR603##

Likewise, most particular preference is given to the compounds Ia599; inparticular to the compounds Ia599.1-Ia599.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is trifluoromethyl and R⁷ is benzyl:##STR604##

Likewise, most particular preference is given to the compounds Ia600; inparticular to the compounds Ia600.1-Ia600.164, which differ from thecompounds Ia1.1-Ia1.164 in that R³ is trifluoromethyl, R⁶ is ethyl andR⁷ is benzyl: ##STR605##

Likewise, most particular preference is given to the compounds Ia601; inparticular to the compounds Ia601.1-Ia601.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is nitro and R⁷ is ethyl: ##STR606##

Likewise, most particular preference is given to the compounds Ia602; inparticular to the compounds Ia602.1-Ia602.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is nitro and R⁶ and R⁷ are eachethyl: ##STR607##

Likewise, most particular preference is given to the compounds Ia603; inparticular to the compounds Ia603.1-Ia603.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is nitro and R⁷ is methylcarbonyl:##STR608##

Likewise, most particular preference is given to the compounds Ia604; inparticular to the compounds Ia604.1-Ia604.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is nitro, R⁶ is ethyl and R⁷ ismethylcarbonyl: ##STR609##

Likewise, most particular preference is given to the compounds Ia605; inparticular to the compounds Ia605.1-Ia605.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is nitro and R⁷ isdimethylaminocarbonyl: ##STR610##

Likewise, most particular preference is given to the compounds Ia606; inparticular to the compounds Ia606.1-Ia606.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is nitro, R⁶ is ethyl and R⁷ isdimethylaminocarbonyl: ##STR611##

Likewise, most particular preference is given to the compounds Ia607; inparticular to the compounds Ia607.1-Ia607.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is nitro and R⁷ isphenylcarbonylmethyl: ##STR612##

Likewise, most particular preference is given to the compounds Ia608; inparticular to the compounds Ia608.1-Ia608.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is nitro, R⁶ is ethyl and R⁷ isphenylcarbonylmethyl: ##STR613##

Likewise, most particular preference is given to the compounds Ia609; inparticular to the compounds Ia609.1-Ia609.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is nitro and R⁷ is benzyl: ##STR614##

Likewise, most particular preference is given to the compounds Ia610; inparticular to the compounds Ia610.1-Ia610.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is nitro, R⁶ is ethyl and R⁷ isbenzyl: ##STR615##

Likewise, most particular preference is given to the compounds Ia611; inparticular to the compounds Ia611.1-Ia611.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is nitro, R³ is chlorine and R⁷ isethyl: ##STR616##

Likewise, most particular preference is given to the compounds Ia612; inparticular to the compounds Ia612.1-Ia612.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is nitro, R³ is chlorine and R⁶ andR⁷ are each ethyl: ##STR617##

Likewise, most particular preference is given to the compounds Ia613; inparticular to the compounds Ia613.1-Ia613.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is nitro, R³ is chlorine and R⁷ ismethylcarbonyl: ##STR618##

Likewise, most particular preference is given to the compounds Ia614; inparticular to the compounds Ia614.1-Ia614.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is nitro, R³ is chlorine, R⁶ is ethyland R⁷ is methylcarbonyl: ##STR619##

Likewise, most particular preference is given to the compounds Ia615; inparticular to the compounds Ia615.1-Ia615.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is nitro, R³ is chlorine and R⁷ isdimethylaminocarbonyl: ##STR620##

Likewise, most particular preference is given to the compounds Ia616; inparticular to the compounds Ia616.1-Ia616.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is nitro, R³ is chlorine, R⁶ is ethyland R⁷ is dimethylaminocarbonyl: ##STR621##

Likewise, most particular preference is given to the compounds Ia617; inparticular to the compounds Ia617.1-Ia617.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is nitro, R³ chlorine and R⁷ isphenylcarbonylmethyl: ##STR622##

Likewise, most particular preference is given to the compounds Ia618; inparticular to the compounds Ia618.1-Ia618.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is nitro, R³ is chlorine, R⁶ is ethyland R⁷ is phenylcarbonylmethyl: ##STR623##

Likewise, most particular preference is given to the compounds Ia619; inparticular to the compounds Ia619.1-Ia619.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is nitro, R³ is chlorine and R⁷ isbenzyl: ##STR624##

Likewise, most particular preference is given to the compounds Ia620; inparticular to the compounds Ia620.1-Ia620.164, which differ from thecompounds Ia1.1-Ia1.164 in that R¹ is nitro, R³ is chlorine, R⁶ is ethyland R⁷ is benzyl: ##STR625##

Furthermore, very particular preference is given to the4(3heterocyclyl-1benzoyl)pyrazoles of the formula I where:

R¹ is halogen or C₁ -C_(6alkyl;) in particular chlorine or methyl;

R² is 4,5dihydroisoxazol-3yl, 4,5dihydrothiazol-2yl, 1,3dithiolan-2yl1,3dioxan-2yl, thiazol2yl, isoxazol3yl, isoxazol4yl, isoxazol5yl or1,2,4oxadiazol-5yl with or without substitution; in particular4,5dihydroisoxazol-3yl, 4,5dihydrothiazol-2yl, 1,3dithiolan-2yl or1,3dioxan-2yl with or without substitution;

R³ is hydrogen, nitro, halogen or C₁ -C_(6alkylsulfonyl;) in particularhydrogen, chlorine or C₁ -C_(4alkylsulfonyl;)

R⁴ is hydrogen;

R⁶ is C₁ -C_(6alkyl;) in particular methyl, ethyl, propyl, 2methylpropylor butyl;

R⁷ is C₁ -C_(6alkyl), C₃ -C_(6alkenyl), C₃ -C_(6alkynyl), C₁-C_(6alkylcarbonyl), C₂ -C_(6alkenylcarbonyl), C₁ -C_(6alkoxycarbonyl),N(C₁ -C_(6alkoxy))-N-(C₁ -C_(6alkyl))aminocarbonyl, C₁-C_(6alkoxyimino-C) ₁ -C_(6alkyl), where the alkyl and alkoxy radicalsmentioned may be partially or fully halogenated and/or may carry one tothree of the following groups: cyano, hydroxyl, C₁ -C_(4alkylcarbonyl),C₁ -C_(4alkoxycarbonyl), hydroxycarbonyl or C₃ -C_(6cycloalkyl;)phenylC₁ -C_(6alkyl), phenylcarbonylC₁ -C_(6alkyl), phenylC₂-C_(6alkenylcarbony) or phenylcarbonyl, where the phenyl radical of thelast 4 substituents ma be partially or fully halogenated and/or maycarry one to three of the following radicals: nitro, cyano, C₁-C_(4alkyl), C₁ -C_(4haloalkyl), C₁ -C_(4alkoxy) or C₁ -C_(4haloalkoxy;)

R⁸ is hydrogen; and their agriculturally useful salts.

The 4-(3-heterocyclyl-1-benzoyl)pyrazoles of the formula I can beobtained in a variety of ways, for example by the process below.

Reaction of 4-(3-heterocyclyl-1-benzoyl)pyrazoles of the formula IIIwith a compound of the formula IV (Scheme 1): ##STR626## L¹ is anucleophilically displaceable leaving group such as halogen, for examplebromine or chlorine, hetaryl, for example imidazolyl or pyridyl,carboxylate, for example acetate or trifluoroacetate, or sulfonate, forexample mesylate or triflate, etc.

The compounds of the formula IV can be employed directly, for example inthe case of the alkyl halides, acyl halides, sulfonyl halides,carboxylic anhydrides and sulfonic anhydrides, or be prepared in situ,for example activated carboxylic acids (using carboxylic acid anddicyclohexylcarbodiimide, carbonyldiimidazole, etc.).

In general, the starting materials are employed in an equimolar ratio.However, it may be advantageous to employ an excess of one or the othercomponent.

If appropriate, it may be advantageous to carry out the reaction in thepresence of a base. The reactants and the base are advantageouslyemployed in equimolar amounts. An excess of base, for example 1.5 to 3molar equivalents, based on III, may be advantageous in certain cases.

Suitable bases are tertiary alkylamines such as triethylamine, aromaticamines such as pyridine, alkali metal carbonates, for example sodiumcarbonate or potassium carbonate, or alkali metal hydrides, for examplesodium hydride. Preference is given to using triethylamine or pyridine.

Suitable solvents are, for example, chlorinated hydrocarbons such asmethylene chloride or 1,2-dichloroethane, aromatic hydrocarbons, forexample toluene, xylene or chlorobenzene, ethers such as diethyl ether,methyl tert-butyl ether, tetrahydrofuran or dioxane, polar aproticsolvents such as acetonitrile, dimethylformamide or dimethyl sulfoxide,or esters such as ethyl acetate, or mixtures thereof.

The reaction temperature is generally in the range from 0° C. to theboiling point of the reaction mixture.

Work-up can be carried out in a manner known per se to give the product.

The benzoylpyrazoles of the formula III are known or can be prepared byprocesses known per se (for example WO 96/26206 or the earlier GermanPatent Application DE-A 1970 1446), for example by reacting pyrazoles ofthe formula V with an activated benzoic acid VIa or a benzoic acid VIβwhich is preferably activated in situ, to give the acylation productVII, and subsequent rearrangement. ##STR627## L² is a nucleophilicallydisplaceable leaving group such as halogen, for example bromine orchlorine, hetaryl, for example imidazolyl or pyridyl, carboxylate, forexample acetate or trifluoroacetate, etc.

The activated benzoic acid VIa can be employed directly, as in the caseof the benzoyl halides, or be prepared in situ, for example usingdicyclohexylcarbodiimide, triphenylphosphine/azodicarboxylic esters,2-pyridine disulfide/triphenylphosphine, carbonyldiimidazole, etc.

If appropriate, it may be advantageous to carry out the acylationreaction in the presence of a base. For this purpose, the reactants andthe auxiliary base are advantageously employed in equimolar amounts. Aslight excess of auxiliary base, for example 1.2 to 1.5 molarequivalents, based on V, may be advantageous in certain cases.

Suitable auxiliary bases are tertiary alkylamines, pyridine or alkalimetal carbonates. Suitable solvents are, for example, chlorinatedhydrocarbons such as methylene chloride or 1,2-dichloroethane, aromatichydrocarbons such as toluene, xylene or chlorobenzene, ethers such asdiethyl ether, methyl tert-butyl ether, tetrahydrofuran or dioxane,polar aprotic solvents such as acetonitrile, dimethylformamide ordimethyl sulfoxide, or esters such as ethyl acetate, or mixtures ofthese.

If the activated carboxylic acid component used is a benzoyl halide, itmay be advantageous to cool the reaction mixture to 0-10° C. when addingthis reaction partner. Subsequently, the mixture is stirred at 20-100°C., preferably at 25-50° C., until the reaction has ended. Work-up iscarried out in a conventional manner, for example by pouring thereaction mixture into water and extracting the product of value.Suitable solvents for this purpose are in particular methylene chloride,diethyl ether and ethyl acetate. After drying of the organic phase andremoval of the solvent, the crude ester can be employed without anyfurther purification in the rearrangement.

The rearrangement of the esters to the compounds of the formula I isadvantageously carried out at 20-100° C. in a solvent and in thepresence of a base and, if appropriate, using a cyano compound ascatalyst.

Suitable solvents are, for example, acetonitrile, methylene chloride,1,2-dichloroethane, dioxane, ethyl acetate, toluene or mixtures ofthese. Preferred solvents are acetonitrile and dioxane.

Suitable bases are tertiary amines such as triethylamine, aromaticamines such as pyridine or alkali metal carbonates such as sodiumcarbonate or potassium carbonate, preferably employed in equimolaramounts or up to four-fold excess, based on the ester. Preference isgiven to using triethylamine or alkali metal carbonate, preferably intwice the equimolar amount, based on the ester.

Suitable cyano compounds are inorganic cyanides such as sodium cyanideor potassium cyanide and organic cyano compounds such as acetonecyanohydrin or trimethylsilyl cyanide. They are employed in an amount offrom 1 to 50 mol percent, based on the ester. Preference is given tousing acetone cyanohydrin or trimethylsilyl cyanide, for example in anamount of from 5 to 15, preferably 10, mol percent, based on the ester.

Work-up can be carried out in a manner known per se. For example, thereaction mixture is acidified with dilute mineral acid such as 5%strength hydrochloric acid or sulfuric acid, and extracted with anorganic solvent, for example methylene chloride or ethyl acetate. Theorganic extract may be extracted with 5-10% strength alkali metalcarbonate solution, for example sodium carbonate or potassium carbonatesolution. The aqueous phase is acidified and the resulting precipitateis filtered off with suction and/or extracted with methylene chloride orethyl acetate, dried and concentrated. (Examples of the preparation ofesters of hydroxypyrazoles and of the rearrangement of the esters aregiven, for example, in EP-A 282 944 and U.S. Pat. No. 4,643,757).

The benzoyl halides of the formula VIα' (where L² '=Cl, Br) can beprepared in a manner known per se by reacting the benzoic acids of theformula VIβ with halogenating agents such as thionyl chloride, thionylbromide, phosgene, diphosgene, triphosgene, oxalyl chloride, oxalylbromide.

The benzoic acids of the formula VIβ can be prepared in a manner knownper se by acidic or basic hydrolysis from the corresponding esters ofthe formula VIγ (L³ =C₁ -C₆ -alkoxy). ##STR628##

Likewise, the benzoic acids of the formula VIβ can be obtained byreacting the corresponding bromine- or iodine-substituted compounds ofthe formula VIII in the presence of a palladium, nickel, cobalt orrhodium transition metal catalyst and a base with carbon monoxide andwater under elevated pressure. ##STR629##

Furthermore, it is possible to convert compounds of the formula VIIIinto the corresponding nitriles of the formula IX by the Rosenmund-vonBraun reaction (cf. for example Org. Synth. Vol. III, 212 (1955)), andto convert these into the compounds of the formula VIβ by subsequenthydrolysis.

The esters of the formula VIγ can be obtained by reacting haloarylcompounds or aryl sulfonates of the formula X, where L⁴ is a leavinggroup such as bromine, iodine, triflate, fluorosulfonyloxy, etc., withheterocyclyl stannates (Stille coupling), heterocyclyl boron compounds(Suzuki coupling) or heterocyclyl zinc compounds (Negishi reaction) XI,where M is Sn(C₁ -C₄ -alkyl)₃, B(OH)₂, ZnHal (where Hal=chlorine,bromine), etc., respectively, in a manner known per se (cf. for exampleTetrahedron Lett. 27 (1986), 5269) in the presence of a palladium ornickel transition metal catalyst and, if appropriate, a base. ##STR630##

Likewise, it is possible to obtain esters of the formula VIγ bysynthesizing the heterocycle attached in position 3.

For example, 1,2,4-oxadiazolin-3-yl derivatives can be prepared fromamidoximes of the formula XII by condensation with aldehydes or ketones(cf. for example Arch. Phar. 326 (1993), 383-389).

The thioamides of the formula XIII are suitable precursors for2-thiazolinyl derivatives (cf. for example Tetrahedron 42 (1986),1449-1460). However, it is also possible to employ them for thesynthesis of 2-thiazolyl- or 5,6-dihydro-4H-1,3-thiazin-2-yl derivatives(cf. for example Houben-Weyl, Methoden der organischen Chemie, 4thEdition, Vol. E5, p. 1268 ff (1985)). Likewise, they can be employed inthe preparation of 1,2,4-thiadiazol-5-yl derivatives (cf. for example J.Org. Chem. 45 (1980), 3750-3753) or 1,3,4-thiadiazol-2-yl derivatives(J. Chem. Soc. Perkin Trans. I (1992), 1987-1991).

2-Oxazolinyl, 2-thiazolinyl and 2-imidazolinyl derivatives areaccessible from the carboxylic acids of the formula XIV (cf. for exampleTetrahedron Let. 22 (1981), 4471-4474).

1,3-Thiazol-5(4H)-thion-2-yl (cf. for example Helv. Chim. Acta 69(1986), 374-388) and 5-oxo-2-imidazolin-2-yl derivatives (cf. forexample Heterocycles 29 (1989), 1185-1189) can be prepared by rocessesknown from the literature from acyl halides of the formula XV where Halis halogen, in particular from acyl hlorides.

2-Oxazolyl, 1,2,4-oxadiazol-5-yl and 1,3,4-oxadiazol-2-yl derivatives(cf. for example J. Heterocyclic Chem. 28 (1991), 17-28) or 2-pyrrolylderivatives (cf. for example Heterocycles 26 (1987), 3141-3151) can beprepared in a manner known per se from the carboxylic acids of theformula XIV or the acyl halides of the formula XV.

Oximes of the formula XVI can be converted into 4,5-dihydroisoxazol-3-ylor into isoxazol-3-yl derivatives in a manner known per se viahydroxamic acid chloride intermediates. The latter are employed togenerate nitrile oxides in situ which are reacted with alkenes oralkynes to give the desired products (cf. for example Chem. Ber. 106(1973), 3258-3274). 1,3-Dipolar cyclo-additions of chlorosulfonylisocyanate to nitrile oxides afford 1,2,4-oxadiazolin-5-on-3-ylderivatives (cf. for example Heterocycles 27 (1988), 683-685).

The aldehydes of the formula XVIII can be converted into2,4-dihydro-1,2,4-triazol-3-on-5-yl derivatives via semicarbazoneintermediates (cf. for example J. Heterocyclic Chem. 23 (1986),881-883).

2-Imidazolinyl derivatives are preparable from benzonitriles of theformula XIX by known methods (cf. for example J. Org. Chem. 52 (1987),1017-1021).

The benzonitriles of the formula XIX can also be used to prepare1,2,4-triazol-3-yl derivatives by known methods (cf. for example J.Chem. Soc. (1954), 3461-3464). 3-Pyrazolinyl or 4-pyrazolinylderivatives or 4,5-dihydroisoxazol-4-yl or 4,5-dihydroisoxazol-5-ylderivatives can be prepared by 1,3-dipolar cycloaddition ofdiazoalkanes, nitrilimines or nitrile oxides with arylalkenes of theformula XX (where R* is one of the possible subsubstituents entionedunder R²).

The arylalkynes XXI (where R* is one of the possible subsubstituentsunder R²) can be reacted in a 1,3-dipolar ycloaddition, for example withthe abovementioned 1,3-dipoles, to give pyrazol-3-yl or pyrazol-4-yl, orisoxazol-4-yl or isoxazol-5-yl derivatives.

The aldehydes XVIII can be converted by Wittig reaction usingphosphonium salts (Ph) ₃ P+CH₂ COR*X- (R* has the meaning of one of thesubstituents mentioned under R²) in a manner known per se (J. March,"Advanced Organic Chemistry", 3rd edition, p. 864 ff.,Wiley-Interscience Publication, 1985) to give α,β-unsatuated ketonesXXII. By reaction with hydroxylamine, these yield the correspondingoximes which can be converted into the 5-isoxazolyl derivatives byoxidative cyclization (J. Am. Chem. Soc. 94 (1972) 9128).

The aldehydes XVIII can also be converted into the corresponding enolethers using alkoxymethylphosphonium salts, in a manner known per se (J.March, "Advanced Organic Chemistry", 3rd edition, p. 864 ff.,Wiley-Interscience Publication, 1985). Cleavage of these enol etherssimilar to processes known from literature affords the acetaldehydederivatives XXIII. By bromination in the a position, these can beconverted into the α-bromoacetaldehyde derivatives (Tetrahydron Lett. 29(1988) 5893), which, by cyclization with amides, thioamides andamidines, yield oxazoles, thiazoles and imidazoles. Furthermore, usingdimethylformamide dimethyl acetal, the acetaldehyde derivatives XXIIIcan be converted into the corresponding enamines which can then beconverted into isoxazoles and pyrazoles using hydroxylamines orhydrazines, respectively.

Furthermore, the aldehydes XVIII can be converted into hydroxyketonederivatives by aldol reaction with ketones. Subsequent oxidation leadsto 1,3-diketones which can be converted into isoxazoles, pyrazoles andpyrimidines using hydroxylamine, hydrazines and amidines, respectively.

The aldehydes XVIII can also be converted into the corresponding diazocompounds XXIV using methods known from the literature (Houben-Weyl,"Methoden der organischen Chemie", 4th edition, Vol. E14b). 1,3-Dipolarcycloaddition to alkenes and alkynes and subsequent isomerization leadsto pyrazolines and pyrazoles, respectively.

Similar to methods known from the literature, for example by theSandmeyer reaction, the bromine- or iodine-substituted compounds of theformula VIII used as starting materials can be obtained from thecorresponding anilines, which are synthesized in turn by reducingsuitable nitro compounds. The bromine-substituted compounds of theformula VIII can also be obtained by direct bromination of suitablestarting materials (cf. Monatsh. Chem. 99 (1968), 815-822).

The nitriles of the formula IX can be obtained as described above.Likewise, it is possible to prepare them from the corresponding anilinesusing the Sandmeyer reaction.

The starting materials of the formula X are known (cf. for example Coll.Czech. Chem. Commun. 40 (1975), 3009-3019), or they can be prepared in asimple manner by a suitable combination of known syntheses.

The sulfonates X (L⁴ =--OSO₂ CF₃, --OSO₂ F), for example, can beobtained from the corresponding phenols, which in turn are known (cf.for example EP-A 195 247) or can be prepared by known methods (cf. forexample Synthesis 1993, 735-762).

The halogen compounds X (L⁴ =Cl, Br or I) can be obtained for examplefrom the corresponding anilines of the formula XXV by Sandmeyerreaction.

The amidoximes of the formula XII, the thioamides of the formula XIIIand the carboxylic acids of the formula XIV can be prepared from thenitrites of the formula XIX in a manner known per se.

Furthermore, it is possible to prepare the carboxylic acids of theformula XIV from the aldehydes of the formula XVIII by known methods(cf. for example J. March, Advanced Organic Chemistry, 3rd Edition, p.629 ff, Wiley-Interscience Publication (1985)).

The acyl halides of the formula XV can be obtained from thecorresponding carboxylic acids of the formula XIV by standard methods.

The oximes of the formula XVI are advantageously obtained by reactingaldehydes of the formula XVIII with hydroxylamine in a manner known perse (cf. for example J. March, Advanced Organic Chemistry, 3rd Edition,p. 805-806, Wiley-Interscience Publication (1985)).

The aldehydes of the formula XVIII are known or preparable by knownmethods. Thus, they can be prepared from methyl compounds of the formulaXXVI by bromination, for example with N-bromosuccinimide or1,3-dibromo-5,5-dimethylhydantoin, and subsequent oxidation (cf. Synth.Commun. 22 (1992), 1967-1971).

The conversion of the oximes of the formula XVI into nitrites of theformula XIX can likewise be carried out by methods known per se (cf. forexample J. March, Advanced Organic Chemistry, 3rd Edition, p. 931-932,Wiley-Interscience Publication (1985)).

Arylalkenes of the formula XX can be prepared starting from the halogencompounds or sulfonates of the formula X (L⁴ =Br, Cl, OSO₂ CF₃, OSO₂ F),inter alia by Heck reaction with olefins in the presence of a palladiumcatalyst (cf. for example Heck, Palladium Reagents in Organic Synthesis,Academic Press, London 1985; Synthesis 1993, 735-762).

The arylalkynes of the formula XXI can be prepared in a manner known perse by reaction of haloaryl compounds or aryl sulfonates of the formula Xwith substituted alkynes in the presence of a palladium or nickeltransition metal catalyst (for example Heterocycles 24 (1986), 31-32).Alkynes having terminal hydrogen functions are advantageously obtainedfrom the corresponding silyl compounds (cf. for example J. Org. Chem. 46(1981) 2280-2286).

The compounds of the formula IV used as starting materials are known orcan be prepared by methods known from the literature. ##STR631##

PREPARATION EXAMPLES5-Benzyloxy-4-[2-chloro-3-(4,5-dihydroisoxazol-3-yl)-4-methylsulfonylbenzoyl]-1-ethyl-1H-pyrazole(compound 2.45)

1.44 g (60 mmol) of sodium hydride and 10.40 g (60 mmol) of benzylbromide were added a little at a time to a solution of 6.00 g (15 mmol)of4-[2-chloro-3-(4,5-dihydroisoxazol-3-yl)-4-methylsulfonylbenzoyl]-1-ethyl-5-hydroxy-1H-pyrazolein 300 ml of dry dioxane. The mixture was stirred under reflux for 24hours, the solvent was removed under reduced pressure and the residuewas taken up in dichloromethane and washed three times with water. Theorganic phase was dried and concentrated and the residue waschromatographed over silica gel (eluent: N-pentane/ethyl acetate). 1.5 g(20% of theory) of5-benzyloxy-4-[2-chloro-3-(4,5-dihydroisoxazol-3-yl)-4-methylsulfonylbenzoyl]-1-ethyl-1H-pyrazolewere obtained (mp.: 70-75° C.).

In addition to the abovementioned compound, other4-(3-heterocyclyl-1-benzoyl)pyrazoles of the formula I which wereprepared or are preparable in a similar manner are listed in Table 2:

                                      TABLE 2                                     __________________________________________________________________________                                                                   I TR632##         -                                                                                                                         Physical data                            Mp. [° C.];                                                    No. R.sup.1 R.sup.2 R.sup.3 R.sup.4 R.sup.6 R.sup.7 R.sup.8 .sup.1 H                                                       NMR [δ in ppm]           __________________________________________________________________________    2.1                                                                              Cl 5,5-dimethyl-4,5-dihydroisoxazol-3-yl                                                          SO.sub.2 CH.sub.3                                                                   H n-C.sub.3 H.sub.7                                                                 C.sub.6 H.sub.5 CH.sub.2                                                                H 0.78(t); 1.50(s); 1.62(sext                                                   ); 3.18(s);                              3.36(s); 3.85(t); 5.51(s); 7.41(m);                                           7.54(s); 7.90(d); 8.14(d).                                            2.2 Cl 5,5-dimethyl-4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H                                                           n-C.sub.4 H.sub.9 C.sub.6                                                     H.sub.5 CH.sub.2 H                                                            0.80(t); 1.15(m); 1.48(s);                                                    1.50(m);                                 3.15(s); 3.34(s); 3 .84(t); 5.49(s);                                          7.42(m); 7.52(s); 7.88(d); 8.13(d).                                   2.3 Cl 4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H C.sub.2 H.sub.5                                                        CH.sub.3 OCO H 68-75                                                           2.4 Cl 4,5-dihydroisoxazol                                                   -3-yl SO.sub.2 CH.sub.3 H                                                     CH.sub.3 C.sub.2 H.sub.5                                                      CO H 65-70                       2.5 Cl 4,5-dihydroisoxazo-3-yl SO.sub.2 CH.sub.3 H C.sub.2 H.sub.5                                                         C.sub.2 H.sub.5 CO H                                                          1.28(t); 1.45(t); 2.69(q);                                                    3.28(s);                                 3.43(t); 4.03(q); 4.61(t); 7.56(s);                                           7.62(d); 8.14(d).                                                     2.6 Cl 4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H C.sub.2 H.sub.5                                                        4-Cl--C.sub.6 H.sub.4 CO H                                                    105-108                          2.7 Cl 4,5-dihydroisoxazdl-3-yl SO.sub.2 CH.sub.3 H C.sub.2 H.sub.5                                                        C.sub.6 H.sub.5 CO H                                                          207-209                          2.8 Cl 4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H C.sub.2 H.sub.5                                                        CH.sub.3 CO H 67-73                                                            2.9 Cl 5,5-dimethyl-4,5-di                                                   hydroisoxazol-3-yl                                                            SO.sub.2 CH.sub.3 H                                                           CH.sub.3 C.sub.6 H.sub.5                                                      CH.sub.2 H 1.36(s);                                                           3.02(s); 3.19(s); 3.43(s);               5.31(s); 7.28(m); 7.42(s); 7.76(d);                                           8.00(d).                                                              2.10 Cl 5,5-dimethyl-4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H                                                          C.sub.2 H.sub.5 C.sub.6                                                       H.sub.5 CH.sub.2 H                                                            1.12(t); 1.48(s); 3.15(s);                                                    3.33(s);                                 3.89(q); 5.59(s); 7.41(m); 7:54(s);                                           7.89(d); 8.13(d).                                                     2.11 Cl 5,5-dimethyl-4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H                                                          i-C.sub.4 H.sub.9 C.sub.6                                                     H.sub.5 CH.sub.2 H                                                            0.78(d); 1.49(s); 2.01(m);                                                    3.15(s);                                 3.35(s); 3.68(d); 5.49(s); 7.39(m);                                           7.52(s); 7.89(d); 8.13(d).                                            2.12 Cl 4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H CH.sub.3 i-C.sub.3                                                    H.sub.7 H 1.28(d);                                                            3.33(s); 3.36(m); 3.69(s);               4.52(t); 4.98(m); 7.55(s); 7.86(d);                                           8.12(d).                                                              2.13 Cl 4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H C.sub.2 H.sub.5                                                       i-C.sub.3 H.sub.7 H                                                           1.30(d); 1.32(t); 3.35(s);                                                    3.38(m);                                 4.15(q); 4.52(t); 5.08(m); 7.55(s);                                           7.90(d); 8.12(d).                                                     2.14 Cl 4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H CH.sub.3 C.sub.2                                                      H.sub.5 H 83-88                  2.15 Cl 4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H C.sub.2 H.sub.5                                                       C.sub.2 H.sub.5 H 1.26(t);                                                    1.32(t); 3.34(s); 3.37(t);               4.03(q); 4.41(q); 4.50(t); 7.56(s);                                           7.88(d); 8.11(d).                                                     2.16 Cl 4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H C.sub.2 H.sub.5                                                       C.sub.6 H.sub.5 COCH.sub.2                                                    H 168-173                        2.17 Cl 5-ethyl-4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H C.sub.2                                                       H.sub.5 C.sub.2 H.sub.5 H                                                     0.96(t); 1.28(t); 1.32(t);                                                    1.72(m);                                 3.01(dd); 3.31(s); 3.38(dd); 4.05(q);                                         4.41(q); 4.75(m), 7.54(s); 7.86(d);                                           8.10(d).                                                              2.18 Cl 5-ethyl-4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H C.sub.2                                                       H.sub.5 i-C.sub.3 H.sub.7                                                     H 0.95(t); 1.30(d);                                                           1.32(t); 1.75(m);                        3.03(dd); 3.34(s); 3.45(dd); 4.00(q);                                         4.75(m); 5.07(m); 7.50(s); 7.88(d);                                           8.09(d).                                                              2.19 Cl 5-ethyl-4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H CH.sub.3                                                      C.sub.2 H.sub.5 H 0.96(t);                                                    1.22(t); 1.74(m); 3.00(dd);              3.32(s); 3.44(dd); 3.67(s); 4.40(q);                                          4.75(m); 7.56(s); 7.87(d); 8.10(d).                                   2.20 Cl 5-ethyl-4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H CH.sub.3                                                      i-C.sub.3 H.sub.7 H                                                           0.96(t); 1.25(d); 1.73(m);                                                    3.02(dd);                                3.31(s); 3.41(dd); 3.67(s); 4.74(m);                                          4.98(m); 7.53(s); 7.88(d); 8.10(d).                                   2.21 Cl 5,5-diethyl-4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H                                                           CH.sub.3 C.sub.2 H.sub.5 H                                                    0.91(t); 1.24(t); 1.35(t);                                                    3.11(s);                                 3.35(s); 3.67(s); 4.36(q); 7.54(s);                                           7.86(d); 8.10(d).                                                     2.22 Cl 5,5-diethyl-4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H                                                           CH.sub.3 i-C.sub.3 H.sub.7                                                    H 1.91(t); 1.29(d);                                                           1.35(d); 1.75(m);                        3.12(s); 3.35(s); 3.65(s); 4.98(m);                                           7.50(s); 7.86(d); 8.10(d).                                            2.23 Cl 5,5-diethyl-4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H                                                           C.sub.2 H.sub.5 C.sub.2                                                       H.sub.5 H 0.94(t);                                                            1.31(m); 1.76(m); 3.10(s);               3.32(s); 4.03(q); 4.40(q); 7.53(s);                                           7.85(d); 8.10(d).                                                     2.24 Cl 5,5-diethyl-4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H                                                           C.sub.2 H.sub.5 i-C.sub.3                                                     H.sub.7 H 0.90(t);                                                            1.32(m); 1.75(m); 3.12(s);               3.34(s); 4.00(q); 5.05(m); 5.20(m);                                           7.50(s); 7.86(d);.8.08(d).                                            2.25 Cl (4,5-dihydroisoxazol-5-spirocycl- SO.sub.2 CH.sub.3 H CH.sub.3                                                     C.sub.2 H.sub.5 H 148-153                                                        pentan)-3-yl                  2.26 Cl (4,5-dihydroisoxazol-5-spirocycl- SO.sub.2 CH.sub.3 H C.sub.2                                                      H.sub.5 C.sub.2 H.sub.5 H                                                     1.25(t); 1.32(t); 1.74(m):                                                    2.02(m);                           pentan)-3-yl      3.05(s); 3.37(s); 4.04(q); 4.39(q);                               7.54(s); 7.86(d); 8.09(d).                                            2.27 Cl 2-thiazolyl SO.sub.2 CH.sub.3 H C.sub.2 H.sub.5 CH.sub.3 CO  H                                                     173-174                          2.28 Cl 2-thiazolyl SO.sub.2 CH.sub.3 H C.sub.2 H.sub.5 C.sub.6 H.sub.5                                                    CO  H 158                        2.29 Cl 2-thiazolyl SO.sub.2 CH.sub.3 H C.sub.2 H.sub.5 C.sub.6 H.sub.5                                                    CH═CHCO H 98                 2.30 Cl 2-thiazolyl SO.sub.2 CH.sub.3 H C.sub.2 H.sub.5 (3-Cl--C.sub.6                                                     H.sub.4)CO H 165                 2.31 Cl 2-thiazolyl SO.sub.2 CH.sub.3 H C.sub.2 H.sub.5 (CH.sub.3).sub.2                                                    C═CHCO H 158-160                                                          2.32 Cl 2-thiazolyl                                                          SO.sub.2 CH.sub.3 H                                                           C.sub.2 H.sub.5 C.sub.2                                                       H.sub.5 OCO H 151                2.33 Cl 2-thiazolyl SO.sub.2 CH.sub.3 H C.sub.2 H.sub.5 C.sub.2 H.sub.5                                                    CO H 141-144                     2.34 Cl 2-thiazolyl SO.sub.2 CH.sub.3 H C.sub.2 H.sub.5 n-C.sub.3                                                          H.sub.7 CO H 1.09(t);                                                         1.46(t); 1.81(q); 2.63(t);               3.27(s); 4.05(q); 7.62(s); 7.66(d);                                           7.71(d); 7.98(d); 8.25(d).                                            2.35 Cl 2-thiazolyl SO.sub.2 CH.sub.3 H C.sub.2 H.sub.5 CH.sub.3 OCO H                                                     91                               2.36 Cl 2-thiazolyl SO.sub.2 CH.sub.3 H C.sub.2 H.sub.5 (4-Cl--C.sub.6                                                     H.sub.4)CO H 148-149                                                           2.37 Cl 2-thiazolyl                                                          SO.sub.2 CH.sub.3 H                                                           C.sub.2 H.sub.5 C.sub.6                                                       H.sub.5 CH.sub.2 H 56                                                          2.38 Cl 2-thiazolyI                                                          SO.sub.2 CH.sub.3 H                                                           C.sub.2 H.sub.5 [(CH.sub.3                                                    O)CH.sub.3 N]CO H 62                                                           2.39 Cl 2-thiazolyl                                                          SO.sub.2 CH.sub.3 H                                                           C.sub.2 H.sub.5 C.sub.2                                                       H.sub.5 H 145-147                2.40 Cl 1,3-dithiolan-2-yl Cl H C.sub.2 H.sub.5 C.sub.2 H.sub.5 CO H                                                       52-54                            2.41 Cl 5,5-dimethyl-1,3-dioxan-2-yl Cl H C.sub.2 H.sub.5 n-C.sub.3                                                        H.sub.7 H 0.82(s);                                                            1.06(t); 1.41(m); 1.81(m);               3.68(d); 3.83(d); 4.07(q); 4.49(t);                                           6.15(s); 7.28(m); 7.43(d)                                             2.42 Cl 5,5-dimethyl-1,3-dioxan-2-yl Cl H C.sub.2 H.sub.5 C.sub.2                                                          H.sub.5 CO H 0.82(s);                                                         1.22(t); 1.42(m); 2.60(q);               3.69(d); 3.84(d); 4.02(q); 6.15(s);                                           7.22(d); 7.41(d); 7.61(s)                                             2.43 Cl 5,5-dimethyl-1,3-dioxan-2-yl Cl H C.sub.2 H.sub.5 C.sub.6                                                          H.sub.5 CH.sub.2 H                                                            0.82(s); 1.21(t); 1.42(s);                                                    3.68(d);                                 3.89(m); 5.59(s); 6.18(s); 7.24(m);                                           7.41(m)                                                               2.44 Cl 4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H CH.sub.3 C.sub.6                                                      H.sub.5 CH.sub.2 H 195-200       2.45 Cl 4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H C.sub.2 H.sub.5                                                       C.sub.6 H.sub.5 CH.sub.2 H                                                    70-75                            2.46 Cl 4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H CH.sub.3 (CH.sub.3)                                                   .sub.2 NCS H 85-95                                                             2.47 CH.sub.3 4,5-dihydrot                                                   hiazol-2-yl H H C.sub.2                                                       H.sub.5 C.sub.6 H.sub.5                                                       CH.sub.2 H 1.29(t);                                                           2.46(s); 3.49(t); 3.91(q);               4.53(t); 5.57(s); 7.31(m); 7.59(d).                                   2.48 Cl 5-methyl-4,5-dihydroisoxazol-3-yl n-SO.sub.2 C.sub.3 H.sub.7 H                                                     C.sub.2 H.sub.5 C.sub.6                                                       H.sub.5 CH.sub.2 H                                                            0.94(t); 1.12(t); 1.39(d);                                                    1.61(m);                                 2.98(m); 3.42(m); 3.87(m); 4.98                                               (m); 5.49(s); 7.41(m); 7.59(s); 7.90                                          (d); 8.10(d)                                                          2.49 Cl 4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H CH.sub.3 i-C.sub.4                                                    H.sub.9 H 94-96                  2.50 Cl 4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H C.sub.2 H.sub.5                                                       i-C.sub.4 H.sub.9 H 55-60                                                      2.51 Cl 4,5-dihydroisoxazo                                                   l-3-yl SO.sub.2 CH.sub.3 H                                                    C.sub.2 H.sub.5 CH.sub.3                                                      COCH.sub.2 H                     2.52 Cl 4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H CH.sub.3 (C.sub.2                                                     H.sub.5).sub.2 CH H 64-68                                                      2.53 Cl 4,5-dihydroisoxazo                                                   l-3-yl SO.sub.2 CH.sub.3 H                                                    C.sub.2 H.sub.5 (C.sub.2                                                      H.sub.5).sub.2 CH H 58-62                                                      2.54 Cl 4,5-dihydroisoxazo                                                   l-3-yl SO.sub.2 CH.sub.3 H                                                    CH.sub.3 (CH.sub.3).sub.2                                                     NCS H 85-90                      2.55 Cl 4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H CH.sub.3 C.sub.6                                                      H.sub.5 CH.sub.2 H 195-200       2.56 Cl 4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H C.sub.2 H.sub.5                                                       C.sub.6 H.sub.5 CH.sub.2 H                                                    70-75                            2.57 Cl 4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H CH.sub.3 CH.sub.3                                                     H 78-92                          2.58 Cl 4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H C.sub.2 H.sub.5                                                       CH.sub.3 H 70-75                 2.59 Cl 4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H CH.sub.3 CH.sub.3                                                     OCOCH.sub.2 H 88-93                                                            2.60 Cl 4,5-dihydroisoxazo                                                   l-3-yl SO.sub.2 CH.sub.3 H                                                    C.sub.2 H.sub.5 CH.sub.3                                                      OCOCH.sub.2 H 120-123                                                          2.61 Cl 4,5-dihydroisoxazo                                                   l-3-yl SO.sub.2 CH.sub.3 H                                                    CH.sub.3 C.sub.2 H.sub.5                                                      OCO-- H 57-62                          C(═NOCH.sub.3)CH.sub.2                                              2.62 Cl 4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H C.sub.2 H.sub.5                                                       C.sub.2 H.sub.5 OCO-- H                                                       1.38(m); 3.29(s); 3.46(t);                                                    4.02(q);                               C(═NOCH.sub.3)CH.sub.2  4.13(s); 4.35(m); 4.62(t); 5.48(s);                                                               7.29(s); 7.65(d);                                                    8.16(d)                          2.63 Cl 4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H CH.sub.3 CH.sub.3                                                     C(═NOCH.sub.3)CH.sub.2                                                    H 183-186                        2.64 Cl 4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H CH.sub.3 CH.sub.3                                                     COCH.sub.2 H                     2.65 Cl 5-methyl-4,5-dihydroisoxazol-3-yl SO.sub.2 -n-C.sub.3 H.sub.7 H                                                    C.sub.2 H.sub.5 C.sub.6                                                       H.sub.5 CH.sub.2 H                                                            0.94(3H); 1.12(3H);                                                           1.39(3H); 1.61                           (2H); 2.70(1H); 2.98(1H); 3.42(2H);                                           3.87(2H); 4.98(1H); 5.49(2H); 7.41                                            (5H); 7.59(1H); 7.90(1H); 8.10(1H)                                    2.66 Cl 5-chloromethyl-4,5-dihydro- SO.sub.2 CH.sub.3 H CH.sub.3                                                           C.sub.2 H.sub.5 CO H 69-74         isoxazol-3-yl                                                               2.67 Cl 3-tert-butylisoxazol-4-yl Cl H CH.sub.3 C.sub.2 H.sub.5 CO H                                                       1.3(t); 1.4(s); 2.6(q);                                                       3.7(s); 6.4(s);                          7.4(d); 7.5(d); 7.7(s)                                                2.68 Cl 5,5-dimethyl-1,3-dioxan-2-yl SO.sub.2 CH.sub.3 H C.sub.2                                                           H.sub.5 n-C.sub.4 H.sub.9                                                     H 0.8(s); 1.0(t); 1.4(t);                                                     1.8(m); 3.2(s);                          3.7(d); 3.8(d); 4.0(m); 4.6(t); 6.6(s);                                       7.5(d); 8.0(bs); 8.2(d)                                               2.69 CH.sub.3 4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H C.sub.2                                                         H.sub.5 i-C.sub.3 H.sub.7                                                     H 155-160                        2.70 Cl 3-methylisoxazol-5-yl Cl H CH.sub.3 C.sub.2 H.sub.5 CO H                                                            2.71 Cl 2-thiazolyl                                                          SO.sub.2 CH.sub.3 H                                                           C.sub.2 H.sub.5 C.sub.6                                                       H.sub.5 CH(CH.sub.3) H                                                        1.26(t); 1.82(d); 3.26(s);                                                    3.89(q);                                 6.20(q); 7.35(m); 7.58(d); 7.71(d);                                           7.99(d); 8.23(d)                                                      2.72 Cl 2-thiazolyl SO.sub.2 CH.sub.3 H C.sub.2 H.sub.5 (4-CH.sub.3                                                        --C.sub.6 H.sub.4)CH.sub.2                                                    H 131-136                        2.73 Cl 2-thiazolyl SO.sub.2 CH.sub.3 H C.sub.2 H.sub.5 CH.sub.2                                                           --CHCH.sub.2 H 1.44(t);                                                       3.29(s); 4.11(q); 5.10(d);               5.31(d); 5.42(d); 6.04(m); 7.37(s);                                           7.69(d); 7.72(d); 7.99(d); 8.27(d)                                    2.74 Cl 2-thiazolyl SO.sub.2 CH.sub.3 H C.sub.2 H.sub.5 CH.tbd.CCH.sub.2                                                    H 1.46(t); 2.57(m);                                                          3.29(s); 4.15(q);                        5.32(d); 7.39(s); 7.70(m); 7.99(d);                                           8.29(d)                                                               2.75 Cl 2-thiazolyl SO.sub.2 CH.sub.3 H C.sub.2 H.sub.5 (4-CH.sub.3                                                        --C.sub.6 H.sub.4) H                                                          1.52(t); 2.41(s); 3.23(s);                                                    4.32(q); 6.16                          COCH.sub.2  (s); 7.27(m); 7.60(d); 7.70(d);                                     7.82(d); 7.98(d); 8.21(d)                                             2.76 Cl 2-thiazolyl SO.sub.2 CH.sub.3 H C.sub.2 H.sub.5 C.sub.6 H.sub.5                                                    COCH.sub.2 H 199-202                                                           2.77 Cl 4,5-dihydroisoxazo                                                   l-3-yl SO.sub.2 CH.sub.3 H                                                    CH.sub.3 (cyclo-C.sub.3                                                       H.sub.5)--CH.sub.2 H                                                          135-140                          2.78 Cl 4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H C.sub.2 H.sub.5                                                       (cyclo-C.sub.3 H.sub.5)--CH                                                   .sub.2 H 135-140                 2.79 Cl 4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H CH.sub.3 CF.sub.3                                                     H                                2.80 Cl 4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H C.sub.2 H.sub.5                                                       CF.sub.3 H                       2.81 Cl 4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H CH.sub.3 CHF.sub.2                                                    H                                2.82 Cl 4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H C.sub.2 H.sub.5                                                       HOCOCH.sub.2 H 50-53                                                           2.83 Cl 4,5-dihydroisoxazo                                                   l-3-yl SO.sub.2 CH.sub.3 H                                                    CH.sub.3 CH.sub.3 C(═NO                                                   CH.sub.3)CH.sub.2 H                                                           183-186                          2.84 Cl 4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H CH.sub.3 CH.sub.3                                                     H 78-84                          2.85 Cl 4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H C.sub.2 H.sub.5                                                       CH.sub.3 H 112-116                                                             2.86 Cl 4,5-dihydroisoxazo                                                   l-3-yl SO.sub.2 CH.sub.3 H                                                    C.sub.2 H.sub.5 CH.sub.3                                                      CH(OH)CH.sub.2 H 1.02(d);                                                     1.18(t); 3.26(s); 3.33(m);               3.53(m); 3.75(q); 4.50(t); 7.06(s);                                           7.70(d); 8.10(d)                                                      2.87 Cl 5-methylisoxazol-3-yl SO.sub.2 CH.sub.3 H CH.sub.3 i-C.sub.3                                                       H.sub.7 H 101-102                2.88 Cl 5-methylisoxazol-3-yl SO.sub.2 CH.sub.3 H CH.sub.3 H.sub.3                                                         COCOCH.sub.2 H 92-96                                                           2.89 Cl 4,5-dimethyl-4,5-d                                                   ihydroisoxazol-3-yl                                                           SO.sub.2 CH.sub.3 H                                                           CH.sub.3 H.sub.3 COCOCH.sub                                                   .2 H 68-70                       2.90 Cl 3-isopropyl-1,2,4-oxadiazol-5-yl Cl H C.sub.2 H.sub.5 i-C.sub.3                                                    H.sub.7 H 1.38-1.43(m);                                                       3.22(m); 4.08(q);                        5.30(sept); 7.32(s); 7.48(d); 7.51(d)                                 2.91 Cl 3-isopropyl-1,2,4-oxadiazol-5-yl Cl H CH.sub.3 i-C.sub.3                                                           H.sub.7 H 1.38(d);                                                            1.45(d); 3.24(m); 3.70(s);               5.24(m); 7.33(s); 7.47(d); 7.52(d)                                    2.92 Cl 4,5-dimethyl-4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H                                                          CH.sub.3 i-C.sub.3 H.sub.7                                                    H 141-144                        2.93 Cl 4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H C.sub.2 H.sub.5                                                       HOCH.sub.2 CH.sub.2 H                                                         68-72                            2.94 Cl 4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H CH.sub.3 NCCH.sub.2                                                    H 96-99                         2.95 Cl 4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H C.sub.2 H.sub.5                                                       NCCH.sub.2 H 135-138                                                           2.96 Cl 4,5-dihydroisoxazo                                                   l-3-yl SO.sub.2 CH.sub.3 H                                                    CH.sub.3 CH.sub.2 ═CHCH                                                   .sub.2 H 105-108                 2.97 Cl 4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H C.sub.2 H.sub.5                                                       CH.sub.2 ═CHCH.sub.2 H                                                    128-131                          2.98 Cl 4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H CH.sub.3 HOCH.sub.2                                                    CH.sub.2 H 120-123                                                            2.99 Cl 4,5-dihydroisoxazo                                                   l-3-yl SO.sub.2 CH.sub.3 H                                                    C.sub.2 H.sub.5 n-C.sub.3                                                     H.sub.7 H 114-118                2.100 Cl 4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H CH.sub.3 FCH.sub.2                                                    CH.sub.2 CH.sub.2 H                                                          115-117                          2.101 Cl 4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H C.sub.2 H.sub.5                                                      FCH.sub.2 CH.sub.2                                                            CH.sub.2 H 1.43(t);                                                           2.25(m); 3.30(s); 3.45(t);               4.06(q); 4.66(m); 4.75(t); 7.30(s);                                           7.63(d); 8.16(d)                                                      2.102 Cl 4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H CH.sub.3 s-C.sub.4                                                    H.sub.9 H 168-173                                                             2.103 Cl 4,5-dihydroisoxaz                                                   ol-3-yl SO.sub.2 CH.sub.3                                                     H C.sub.2 H.sub.5 s-C.sub.4                                                    H.sub.9 H 165-170                                                             2.104 Cl 4,5-dihydroisoxaz                                                   ol-3-yl SO2 CH.sub.3 H                                                        CH.sub.3 HC.tbd.CCH.sub.2                                                     H 164-168                        2.105 Cl 4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H C.sub.2 H.sub.5                                                      HC.tbd.CCH.sub.2 H 122-125       2.106 Cl 4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H CH.sub.3 H.sub.3                                                     CCH═CHCH.sub.2 H                                                          145-147                          2.107 Cl 4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H C.sub.2 H.sub.5                                                      CH.sub.3 CH═CHCH.sub.2                                                    H 123-126                        2.108 Cl 4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H CH.sub.3 n-C.sub.3                                                    H.sub.7 H 55-60                 2.109 Cl 5-methylisoxazol-3-yl SO.sub.2 CH.sub.3 H C.sub.2 H.sub.5                                                         CH.sub.3 H 1.30(t);                                                           2.50(s); 3.30(s); 4.05(q);                                                    4.13                                     (s); 6.53(s); 7.52(s); 7.93(d); 8.16(d)                               2.110 Cl 5-methylisoxazol-3-yl SO.sub.2 CH.sub.3 H C.sub.2 H.sub.5                                                         i-C.sub.3 H.sub.7 H 70-73                                                      2.111 Cl 4,5-diethylisoxaz                                                   ol-3-yl SO.sub.2 CH.sub.3                                                     H CH.sub.3 i-C.sub.3                                                          H.sub.7 H 0.93(t); 1.25(m;                                                    2.23(m); 2.83(q);                        3.65(s); 4.95(sept); 7.48(s); 7.93(d);                                        8.20(d)                                                               2.112 Cl 5-t-butylisoxazol-3-yl SO.sub.2 CH.sub.3 H C.sub.2 H.sub.5                                                        i-C.sub.3 H.sub.7 H                                                           1.31-1.35(m); 3.31(s);                                                        4.02(q);                                 5.08(sept); 6.52(s); 7.49(s); 7.90(d);                                        8.16(d)                                                               2.113 Cl 5-n-propylisoxazol-3-yl SO.sub.2 CH.sub.3 H CH.sub.3 i-C.sub.3                                                    H.sub.7 H 0.93(t);                                                            1.30(d); 1.74(sept);                                                          2.85(t);                                 3.37(s); 3.68(s); 5.02(sept); 6.56(s);                                        7.53(s); 7.90(d); 8.18(d)                                           __________________________________________________________________________

The syntheses of some starting materials are listed below:

4-[2-Chloro-3-(4,5-dihydroisoxazol-3-yl)-4-methylsulfonylbenzoyl]-5-hydroxy-1-methyl-1H-pyrazole(compound 3.21)

Step a) 2-Chloro-3-methyl-4-methylthioacetophenone

At 15-20° C., a solution of 157 g (2 mol) of acetyl chloride in 420 mlof 1,2-dichloroethane was added dropwise to a suspension of 286 g (2.14mol) of aluminum trichloride in 420 ml of 1,2-dichloroethane. A solutionof 346 g (2 mol) of 2-chloro-6-methylthiotoluene in 1 l of1,2-dichloroethane was subsequently added dropwise. The reaction mixturewas stirred for 12 hours and then poured into a mixture of 3 1 of iceand 1 l of conc. hydrochloric acid. The mixture was extracted withmethylene chloride and the organic phase was washed with water, driedwith sodium sulfate and concentrated. The residue was distilled underreduced pressure. 256 g (60% of theory) of2-chloro-3-methyl-4-methylthioacetophenone were obtained.

(Mp.: 46° C.)

Step b) 2-Chloro-3-methyl-4-methylsulfonylacetophenone

163.0 g (0.76 mol) of 2-chloro-3-methyl-4-methylthioacetophenone weredissolved in 1.5 1 of glacial acetic acid and admixed with 18.6 g ofsodium tungstate. With cooling, 173.3 g of a 30% strength hydrogenperoxide solution were added dropwise. The mixture was stirred for 2days and subsequently diluted with water. The precipitated solid wasfiltered off with suction, washed with water and dried. 164.0 g (88% oftheory) of 2-chloro-3-methyl-4-methylsulfonylacetophenone were obtained.

(Mp.: 110-111° C.)

Step c) 2-Chloro-3-methyl-4-methylsulfonylbenzoic acid

82 g (0.33 mol) of 2-chloro-3-methyl-4-methylsulfonylacetophenone weredissolved in 700 ml of dioxane and, at room temperature, admixed with 1l of a 12.5% strength solution of sodium hypochlorite. The mixture wassubsequently stirred at 80° C. for 1 hour. After cooling, two phasesformed, the heavier one of which was diluted with water and acidifiedslightly. The precipitated solid was filtered off with suction, washedwith water and dried. 60 g (73% of theory) of2-chloro-3-methyl-4-methylsulfonylbenzoic acid were obtained.

(Mp.: 230-231° C.)

Step d) Methyl 2-chloro-3-methyl-4-methylsulfonylbenzoate

100 g (0.4 mol) of 2-chloro-3-methyl-4-methylsulfonylbenzoic acid weredissolved in 1 l of methanol, and hydrogen chloride gas was introducedat reflux temperature for 5 hours. The mixture was subsequentlyconcentrated. 88.5 g (84% of theory) of methyl2-chloro-3-methyl-4-methylsulfonylbenzoate were obtained.

(Mp.: 107-108° C.)

Step e) Methyl 3-bromomethyl-2-chloro-4-methylsulfonylbenzoate

82 g (0.31 mol) of methyl 2-chloro-3-methyl-4-methylsulfonylbenzoatewere dissolved in 2 1 of carbon tetrachloride, and 56 g (0.31 mol) ofN-bromosuccinimide were added a little at a time while the mixture wasexposed to light. The reaction mixture was filtered, the filtrate wasconcentrated and the residue was taken up in 200 ml of methyl tert-butylether. The solution was admixed with petroleum ether and theprecipitated solid was filtered off with suction and dried. 74.5 g (70%of theory) of methyl 3-bromomethyl-2-chloro-4-methylsulfonylbenzoatewere obtained.

(Mp.: 74-75° C.)

Step f) Methyl 2-chloro-3-formyl-4-methylsulfonylbenzoate

A solution of 41.0 g (0.12 mol) of methyl3-bromomethyl-2-chloro-4-methylsulfonylbenzoate in 250 ml ofacetonitrile was admixed with 42.1 g (0.36 mol) of N-methylmorpholineN-oxide. The reaction was stirred at room temperature for 12 hours andthen concentrated and the residue was taken up in ethyl acetate. Thesolution was washed with water, dried and concentrated. 31.2 g (94% oftheory) of methyl 2-chloro-3-formyl-4-methylsulfonylbenzoate wereobtained.

(Mp.: 98-105° C.)

Step g) Methyl 2-chloro-3-hydroxyiminomethyl-4-methylsulfonylbenzoate

15.00 g (54 mmol) of methyl 2-chloro-3-formyl-4-methylsulfonylbenzoateand 4.20 g (60 mmol) of hydroxylamine hydrochloride were taken up in 300ml of methanol, and a solution of 3.18 g (30 mmol) of sodium carbonatein 80 ml of water was added dropwise. After the mixture had been stirredat room temperature for 12 hours, the methanol was distilled off and theresidue was diluted with water and extracted with diethyl ether. Theorganic phase was dried and the solvent was removed. 14.40 g (91% oftheory) of methyl 2-chloro-3-hydroxyiminomethyl-4-methylsulfonylbenzoatewere obtained.

(Mp.: 126-128° C.)

Step h) Methyl2-chloro-3-(4,5-dihydroisoxazol-3-yl)-4-methylsulfonylbenzoate (compound4.3)

At 15-20° C., ethylene is introduced into a solution of 158.0 g (0.54mol) of methyl 2-chloro-3-hydroxyiminomethyl-4-methylsulfonylbenzoateand 1 l of dichloromethane for 30 minutes. After the addition of 1.6 gof sodium acetate, 454 ml of sodium hypochlorite solution were addeddropwise at 10° C., while simultaneously introducing ethylene.Subsequently, ethylene was introduced at 10° C. for a further 15minutes. The mixture was stirred for 12 hours, the phases were separatedand the organic phase was washed with water, dried and concentrated.156.5 g (90% of theory) of methyl2-chloro-(4,5-dihydroisoxazol-3-yl)-4-methylsulfonylbenzoate wereobtained.

(¹ H NMR (δ in ppm): 3.24 (s); 3.42 (t); 3.99 (s); 4.60 (t); 7.96 (d);8.10 (d)).

Step i) 2-Chloro-3-(4,5-dihydroisoxazol-3-yl)-4-methylsulfonylbenzoicacid (compound 4.4)

At 40-45° C., a solution of 32.8 g of sodium hydroxide in 330 ml ofmethanol was slowly added dropwise to a mixture of 170.0 g (0.54 mol) ofmethyl 2-chloro-3-(4,5-dihydroisoxazol-3-yl)-4-methylsulfonylbenzoateand 1 l of methanol. The suspension was stirred at 50° C. for 5 hours.The solvent was distilled off, the residue was taken up in 1.5 1 ofwater and the aqueous phase was extracted three times with ethylacetate. The aqueous phase was acidified with hydrochloric acid andextracted three times with ethyl acetate. The combined organic phaseswere subsequently washed neutral with water, dried and concentrated.148.8 g (91% of theory) of2-chloro-3-(4,5-dihydroisoxazol-3-yl)-4-methylsulfonylbenzoic acid wereobtained.

(¹ H NMR (δ in ppm): 3.26 (s); 3.45 (t); 4.63 (t); 8.15 (s); 8.53 (s,br)).

Step j) 2-Chloro-3-(4,5-dihydroisoxazol-3-yl)-4-methylsulfonylbenzoylchloride (compound 4.5)

At 50° C., 74.8 g (0.63 mol) of thionyl chloride in 50 ml of dry toluenewere added dropwise to a solution of 139.0 g of2-chloro-3-(4,5-dihydroisoxazol-3-yl)-4-methylsulfonylbenzoic acid, 1 mlof dimethylformamide and 1 l of dry toluene. The mixture was heated to110° C. for 6 hours, after which the solvent was distilled off.2-Chloro-3-(4,5-dihydroisoxazol-3-yl)-4-methylsulfonylbenzoyl chloridewas obtained in quantitative yield.

(¹ H NMR (δ in ppm): 3.25 (s); 3.46 (t); 4.62 (t); 8.21 (dd)).

Step k)4-[2-Chloro-3-(4,5-dihydroisoxazol-3-yl)-4-methylsulfonylbenzoyl]-5-hydroxy-1-methyl-1H-pyrazole(compound 3.21)

At room temperature and under an atmosphere of protective gas, 43.60 g(0.13 mol) of2-chloro-3-(4,5-dihydroisoxazol-3-yl)-4-methylsulfonylbenzoyl chloridein 375 ml of anhydrous dioxane and 13.56 g (0.134 mol) of triethylaminein 375 ml of anhydrous dioxane were simultaneously added dropwise to asolution of 12.74 g (0.13 mol) of 5-hydroxy-1-methylpyrazole and 300 mlof anhydrous dioxane. The reaction mixture was stirred at roomtemperature for 2 hours and then filtered off through silica gel, whichwas rinsed with dioxane. The eluate was concentrated under reducedpressure to about 500 ml and admixed with 17.94 g (0.13 mol) of dried,finely powdered potassium carbonate. After 6 hours under reflux, thesolvent was distilled off under reduced pressure and the residue wastaken up in about 700 ml of water. Insoluble components were filteredoff and the pH of the filtrate was adjusted to 2-3 by slowly adding 10%strength hydrochloric acid. The precipitate that formed was filtered offwith suction. 46.16 g (92% of theory) of4-[2-chloro-3-(4,5-dihydroisoxazol-3-yl)-4-methylsulfonylbenzoyl]-5-hydroxy-1-methyl-1H-pyrazolewere obtained.

(Mp. >250° C.)

4-[2-Chloro-3-(5-methyl-4,5-dihydroisoxazol-3-yl)-4-methylsulfonylbenzoyl]-5-hydroxy-1-methyl-1H-pyrazole(compound 3.5)

Step a) Methyl2-chloro-3-(5-methyl-4,5-dihydroisoxazol-3-yl)-4-methylsulfonylbenzoate(compound 4.25)

At room temperature, propene was introduced into a solution of 15.0 g(52 mmol) of methyl2-chloro-3-hydroxyiminomethyl-4-methylsulfonylbenzoate and 200 ml ofdichloromethane for 30 minutes. After the addition of 1.6 g of sodiumacetate, 42.8 ml of sodium hypochlorite solution were added dropwise,with the simultaneous introduction of propene. At room temperature,propene was subsequently introduced into the mixture for a further 15minutes. The mixture was heated for 3 hours under reflux and thenstirred for 12 hours at room temperature, propene was introduced oncemore under reflux for 5 hours and the mixture was stirred at roomtemperature for another 12 hours. The phases were separated and theorganic phase was washed with water, dried and concentrated. 15.5 g (89%of theory) of methyl2-chloro-(5-methyl-4,5-dihydroisoxazol-3-yl)-4-methylsulfonylbenzoatewere obtained.

(Mp.: 130-135° C.)

Step b)2-Chloro-3-(5-methyl-4,5-dihydroisoxazol-3-yl)-4-methylsulfonylbenzoate(compound 4.26)

A solution of 3.52 g (88 mmol) of sodium hydroxide in 100 ml of methanolwas slowly added dropwise to a mixture of 15.00 g (45 mmol) of methyl2-chloro-3-(5-methyl-4,5-dihydroisoxazol-3-yl)-4-methylsulfonylbenzoateand 200 ml of methanol. The suspension was stirred at room temperaturefor 48 hours. The solvent was distilled off, the residue was taken up inwater and the aqueous phase was washed three times with ethyl acetate.The aqueous phase was acidified with hydrochloric acid and extractedthree times with ethyl acetate. The combined organic phases weresubsequently washed neutral with water, dried and concentrated. 13.20 g(92% of theory) of2-chloro-3-(5-methyl-4,5-dihydroisoxazol-3-yl)-4-methylsulfonylbenzoicacid were obtained.

(Mp.: 173-178° C.)

Step c)2-Chloro-3-(5-methyl-4,5-dihydroisoxazol-3-yl)-4-methylsulfonylbenzoylchloride (compound 4.39)

At room temperature, 5.7 g (51 mmol) of thionyl chloride were addeddropwise to a solution of 13.0 g (41 mmol) of2-chloro-3-(5-methyl-4,5-dihydroisoxazol-3-yl)-4-methylsulfonylbenzoicacid, 1 ml of dimethylformamide and 250 ml of dry toluene. The mixturewas subsequently heated under reflux until the reaction had gone tocompletion. After cooling, the solvent was distilled off. 14.2 g of2-chloro-3-(5-methyl-4,5-dihydroisoxazol-3-yl)-4-methylbenzoyl chloridewere obtained in quantitative yield.

Step d)4-(2-Chloro-3-(5-methyl-4,5-dihydroisoxazol-3-yl)-4-methylsulfonylbenzoyl]-5-hydroxy-1-methyl-1H-pyrazole(compound 3.5)

At room temperature, initially 4.00 g (12 mmol) of2-chloro-3-(5-methyl-4,5-dihydroisoxazol-3-yl)-4-methylsulfonylbenzoylchloride in 50 ml of dioxane and then 1.20 g (12.2 mmol) oftriethylamine in 30 ml of dioxane were added dropwise to a solution of1.20 g (12 mmol) of 5-hydroxy-1-methylpyrazole in 30 ml of dioxane. Thereaction mixture was stirred for 12 hours and then filtered throughsilica gel and the filtrate was admixed with 0.50 g (3.6 mmol) ofpotassium carbonate and heated under reflux for 12 hours. After afurther 12 hours of stirring at room temperature, a spatula tipful ofpotassium carbonate was added, and the mixture was once again heatedunder reflux. After cooling, the solvent was distilled off under reducedpressure, the residue was taken up in water and washed with ethylacetate, the pH was adjusted to 1-2 using 10% strength hydrochloric acidand the mixture was extracted repeatedly with ethyl acetate. Thecombined organic phases were washed with water and dried and the solventwas removed. The residue was digested in cold ethyl acetate. 1.60 g (34%of theory) of4-[2-chloro-3-(5-methyl-4,5-dihydroisoxazol-3-yl)-4-methylsulfonylbenzoyl]-5-hydroxy-1-methyl-1H-pyrazolewere obtained.

(Mp.: 230-235° C.)

4-[2-Chloro-3-(4,4-dimethyl-4,5-dihydrooxazol-2-yl)-4-methylsulfonylbenzoyl]-5-hydroxy-1-methyl-1H-pyrazole(compound 3.29)

Step a) Methyl 2-chloro-3-hydroxycarbonyl-4-methylsulfonylbenzoate

At 5° C., 13.8 g (0.11 mol) of sodium hydrogen phosphate monohydrate in170 ml of water, 49.3 g (0.43 mol) of a 30% strength solution ofhydrogen peroxide and 66.2 g (0.59 mol) of an 80% strength aqueoussodium chloride solution were added successively to a solution of 115.3g (0.42 mol) of methyl 2-chloro-3-formyl-4-methylsulfonylbenzoate and2000 ml of acetonitrile. The reaction solution was subsequently stirredat 5° C. for 1 hour and then at room temperature for 12 hours. The pHwas then adjusted to 1 using 10% strength hydrochloric acid, and 1500 mlof aqueous 40% strength sodium hydrogen sulfite solution were added. Themixture was stirred at room temperature for 1 hour and the aqueous phasewas extracted three times with ethyl acetate. The combined organicphases were washed with sodium hydrogen sulfite solution and dried. Thesolvent was distilled off, yielding 102.0 g of methyl2-chloro-3-hydroxycarbonyl-4-methylsulfonylbenzoate.

(¹ H NMR (δ in ppm): 3.34 (s); 3.93 (s); 8.08 (s); 14.50 (s, br.)).

Step b) Methyl 2-chloro-3-chlorocarbonyl-4-methylsulfonylbenzoate

2 drops of dimethylformamide and 11.9 g (0.1 mol) of thionyl chloridewere added to a solution of 6.0 g (0.021 mol) of methyl2-chloro-3-hydroxycarbonyl-4-methylsulfonylbenzoate and 50 ml of drytoluene. The solution was heated under reflux for 4 hours. Removal ofthe solvent under reduced pressure gave 6.2 g of methyl2-chloro-3-chlorocarbonyl-4-methylsulfonylbenzoate.

(¹ H NMR (δ in ppm): 3.21 (s); 4.02 (s); 8.02 (d); 8.07 (d)).

Step c) Methyl2-chloro-3-(1-hydroxy-2,2-dimethyleth-2-ylaminocarbonyl)-4-methylsulfonylbenzoate

At 0-5° C., a solution of 7.80 g (25 mmol) of methyl2-chloro-3-chlorocarbonyl-4-methylsulfonylbenzoate was added dropwise toa solution of 4.54 g (50 mmol) of 2,2-dimethylethanolamine in 40 ml ofdichloromethane. The reaction solution was stirred at room temperaturefor 6 hours and then extracted three times with water, dried andconcentrated. 8.20 g (80% of theory) of methyl2-chloro-3-(1-hydroxy-2,2-dimethyleth-2-ylaminocarbonyl)-4-methylsulfonylbenzoatewere obtained.

(Mp.: 70-72° C.).

Step d) Methyl2-chloro-3-(1-chloro-2,2-dimethyleth-2-ylaminocarbonyl)-4-methylsulfonylbenzoate

A mixture of 6.9 g (20 mmol) of methyl2-chloro-3-(1-hydroxy-2,2-dimethyleth-2-ylaminocarbonyl)-4-methylsulfonylbenzoateand 5 ml of thionyl chloride was stirred at room temperature for 6hours. The solution was diluted with 50 ml of dichloromethane andsubsequently concentrated. The residue was dissolved in 20 ml ofdichloromethane. Addition of cyclohexane resulted in the formation of acrystalline precipitate which was filtered off with suction and dried.6.4 g (88% of theory) of methyl2-chloro-3-(1-chloro-2,2-dimethyleth-2-ylaminocarbonyl)-4-methylsulfonylbenzoatewere obtained.

Step e)2-Chloro-3-(4,4-dimethyl-4,5-dihydrooxazol-2-yl)-4-methylsulfonylbenzoicacid (compound 4.38)

A solution of 5.82 g (15 mmol) of methyl2-chloro-3-(1-chloro-2,2-dimethyleth-2-ylaminocarbonyl)-4-methylsulfonylbenzoateand 0.81 g (20 mmol) of sodium hydroxide in 80 ml of methanol wasstirred at room temperature for 8 hours. The solvent was distilled offand the residue was taken up in water and washed three times with ethylacetate. The aqueous phase was acidified with hydrochloric acid andextracted three times with ethyl acetate. The organic phase was driedand the solvent was removed under reduced pressure. 3.10 g (56% oftheory) of2-chloro-3-(4,4-dimethyl-4,5-dihydrooxazol-2-yl)-4-methylsulfonylbenzoicacid were obtained.

(¹ H NMR (δ in ppm): 1.34 (s); 3.40 (s); 4.13 (s); 8.07 (s); 13.95 (s,br)).

Step f)2-Chloro-3-(1-chloro-2,2-dimethyleth-2-ylaminocarbonyl)-4-methylsulfonylbenzoylchloride

A solution of 3.00 g (9 mmol) of2-chloro-3-(4,4-dimethyl-4,5-dihydrooxazol-2-yl)-4-methylsulfonylbenzoicacid, 1.43 g of thionyl chloride and 1 drop of dimethylformamide in 80ml of dry toluene was heated under reflux for 3 hours. After cooling,the solvent was distilled off under reduced pressure. 3.43 g (86% oftheory) of2-chloro-3-(1-chloro-2,2-dimethyleth-2-ylaminocarbonyl)-4-methylsulfonylbenzoylchloride were obtained.

Step g)4-[2-Chloro-3-(4,4-dimethyl-4,5-dihydrooxazol-2-yl)-4-methylsulfonylbenzoyl]-5-hydroxy-1-methyl-1H-pyrazole(compound 3.29)

At 15° C., 1.65 g (4.3 mmol) of2-chloro-3-(1-chloro-2,2-dimethyleth-2-ylaminocarbonyl)-4-methylsulfonylbenzoylchloride in 25 ml of dioxane and 0.45 g (4.5 mmol) of triethylamine in10 ml of dioxane were added dropwise to a mixture of 0.42 g (4.3 mmol)of 5-hydroxy-1-methylpyrazole in 10 ml of dioxane. The mixture wasstirred at room temperature for 4 hours and then filtered off throughsilica gel, which was rinsed with dioxane. The combined filtrates wereconcentrated to 60 ml and admixed with 1.24 g (9 mmol) of finelypowdered potassium carbonate. The mixture was heated under reflux for 5hours and cooled, the solvent was removed under reduced pressure, theresidue was taken up in water, insoluble components were filtered offand the solution was acidified using 10% strength hydrochloric acid andextracted repeatedly with ethyl acetate. The combined organic phaseswere subsequently washed with water, dried and concentrated. 1.2 g (68%of theory) of4-[2-chloro-3-(4,4-dimethyl-4,5-dihydrooxazol-2-yl)-4-methylsulfonylbenzoyl]-5-hydroxy-1-methyl-1H-pyrazolewere obtained.

(Mp.: 132-135° C.)

Methyl2-chloro-3-(1,3,4-oxathiazolin-2-on-5-yl)-4-methylsulfonylbenzoate(compound 4.22)

Step a) Methyl 3-aminocarbonyl-2-chloro-4-methylsulfonylbenzoate

Ammonia was introduced into a solution of 15.0 g (48 mmol) of methyl2-chloro-3-chlorocarbonyl-4-methylsulfonylbenzoate and 300 ml of drydioxane for 2 hours. The resulting precipitate was filtered off withsuction and the filtrate was concentrated. This gave 15.2 g of methyl3-aminocarbonyl-2-chloro-4-methylsulfonylbenzoate in quantitative yield.

Step b) Methyl2-chloro-3-(1,3,4-oxathiazolin-2-on-5-yl)-4-methylsulfonylbenzoate

9.80 g (75 mmol) of chlorocarbonylsulfenyl chloride were added dropwiseto a solution of 4.37 g (15 mmol) of methyl3-aminocarbonyl-2-chloro-4-methylsulfonylbenzoate in 150 ml of drytoluene. The mixture was stirred under reflux for 48 hours, and thesolvent was then removed under reduced pressure and the residue waschromatographed over silica gel (eluent: ethyl acetate/cyclohexane=1/1).3.70 g (70% of theory) of methyl2-chloro-3-(1,3,4-oxathiazolin-2-on-5-yl)-4-methylsulfonylbenzoate wereobtained.

4-[2,4-Dichloro-3-(1-methyl-3-methylcarbonyl-1H-pyrazol-5-yl)benzoyl]-1-ethyl-5-hydroxy-1H-pyrazole(compound 3.60)

Step a) Methyl2,4-dichloro-3-[N-(4-methylphenylsulfonylamino)iminomethyl]benzoate

At room temperature, 39.2 g (0.21 mol) of 4-methylphenylsulfonohydrazidewere added to 49.0 g (0.21 mol) of methyl 2,4-dichloro-3-formylbenzoatein 600 ml of methanol, and the mixture was stirred for 48 hours. Theprecipitate that had formed was filtered off with suction and thefiltrate was concentrated. The combined precipitates werechromatographed over silica gel (eluent: cyclohexane/ethyl acetate=7/3).76.8 g (91% of theory) of methyl2,4-dichloro-3-[N-(4-methylphenylsulfonylamino)iminomethyl]benzoate wereobtained.

Step b) 2-Hydroxyethyl2,4-dichloro-3-(3-methylcarbonyl-1H-pyrazol-5-yl)benzoate

At -10° C. and under an atmosphere of protective gas, 250 ml of ethyleneglycol were added to 1.5 g (62.3 mmol) of sodium hydride. The mixturewas warmed to room temperature, 12.5 g (31.2 mmol) of methyl2,4-dichloro-3-[N-(4-methylphenylsulfonylamino)iminomethyl]benzoate wereadded and the mixture was heated at 85° C. for 15 minutes. Aftercooling, the diazo compound was extracted with diethyl ether or ethylacetate, the combined organic phases were washed with 10% strengthaqueous sodium hydroxide solution and water and dried and a large partof the solvent was removed. 4.7 g (68.6 mmol) of 3-butyn-2-one weresubsequently added and the mixture was heated at 80° C. for 2.5 hours.The mixture was stirred at room temperature for 48 hours and then washedwith water, dried and concentrated. The residue was chromatographed oversilica gel (eluent: cyclohexane/ethyl acetate=1/1). 5.75 g (54% oftheory) of 2-hydroxyethyl2,4-dichloro-3-(3-methylcarbonyl-1H-pyrazol-5-yl)benzoate were obtained.

Step c) 2,4-Dichloro-3-(3-methylcarbonyl-1H-pyrazol-5-yl)benzoic acid

1.11 g (27.7 mmol) of sodium hydroxide in 20 ml of water were added to3.80 g (11.1 mmol) of 2-hydroxyethyl2,4-dichloro-3-(3-methylcarbonyl-1H-pyrazol-5-yl)benzoate in 40 ml ofmethanol, and the mixture was stirred under reflux for 3 hours. Theorganic solvent was subsequently removed and the residue was taken up inwater and washed with methyl tert-butyl ether. The aqueous phase wasthen acidified (pH=1) using 10% strength hydrochloric acid and extractedwith ethyl acetate. The organic phase was then dried and concentrated.2.10 g (62% of theory) of2,4-dichloro-3-(3-methylcarbonyl-1H-pyrazol-5-yl)benzoate were obtained.

(Mp.: 196-198°)

Step d)2,4-Dichloro-3-(1-methyl-3-methylcarbonyl-1H-pyrazol-5-yl)benzoic acid

At room temperature and under protective gas, 2.0 g (6.7 mmol) of2,4-dichloro-3-(5-methylcarbonyl-1H-pyrazol-3-yl)benzoic acid in 50 mlof tetrahydrofuran were added dropwise to 0.40 g (16.7 mmol) of sodiumhydride. The mixture was stirred for 1 hour, 4.8 g (33.4 mmol) of methyliodide were added, the mixture was stirred for 10 hours and another 4.8g (33.4 mmol) of methyl iodide were added, the mixture was stirred at50° C. for 5 hours and 0.16 g (6.7 mmol) of sodium hydride and another4.8 g (33.4 mmol) of methyl iodide were then added and the mixture washeated at 50° C. for 1 hour. After cooling, the reaction mixture wasstirred into 100 ml of a sodium chloride solution and a pH of 1 wasadjusted using hydrochloric acid. The product was then extracted withmethyl tert-butyl ether and the combined organic phases were washed withwater, dried and concentrated. The residue was then chromatographed oversilica gel (eluent: toluene/tetrahydrofuran/acetic acid=8/1/1). 1.25 g(60% of theory) of2,4-dichloro-3-(1-methyl-3-methylcarbonyl-1H-pyrazol-5-yl)benzoic acidwere obtained.

(Mp.: 200-203°)

Step e) (1-Ethylpyrazol-5-yl)2,4-dichloro-3-(1-methyl-3-methylcarbonyl-1H-pyrazol-5-yl)benzoate

0.21 g (1.9 mmol) of 1-ethyl-5-hydroxy-1H-pyrazole and 0.39 g (1.9 mmol)of N,N-dicyclohexylcarbodiimide were added to 0.59 g (1.9 mmol) of2,4-dichloro-3-(1-methyl-3-methylcarbonyl-1H-pyrazol-5-yl)benzoic acidin 8 ml of acetonitrile. The mixture was stirred at room temperature for12 hours and 25 ml of 5% strength sodium carbonate solution and 50 ml ofethyl acetate were added, insoluble components were filtered off and theorganic phase was separated off, dried and concentrated. The residue wassubsequently chromatographed over silica gel (eluent: ethylacetate:cyclohexane=1:1). 0.21 g (27% of theory) of(1-ethylpyrazol-5-yl)2,4-dichloro-3-(1-methyl-3-methylcarbonyl-1H-pyrazol-5-yl)benzoate wasobtained.

Step f)4-(2,4-Dichloro-3-(1-methyl-3-methylcarbonyl-1H-pyrazol-5-yl)benzoyl]-1-ethyl-5-hydroxy-1H-pyrazole

0.076 g (0.6 mmol) of potassium carbonate was added to 0.16 g (0.4 mmol)of (1-ethylpyrazol-5-yl)2,4-dichloro-3-(1-methyl-3-methylcarbonyl-1H-pyrazol-5-yl)benzoate in 3ml of dioxane and the mixture was heated under reflux for 3 hours andthen stirred at room temperature for 12 hours. 50 ml of water wereadded, the solution was washed with methylene chloride and methylt-butyl ether, nitrogen was passed through and the pH was adjusted to 1using 10% strength hydrochloric acid. The precipitate that had formedwas filtered off with suction, washed with water and taken up in ethylacetate. After drying, this organic phase was concentrated. 0.11 g (69%of theory) of4-[2,4-dichloro-3-(1-methyl-3-methylcarbonyl-1H-pyrazol-5-yl)benzoyl]-1-ethyl-5-hydroxy-1H-pyrazolewas obtained.

4-[2,4-Dichloro-3-(3-i-propyl-1,2,4-oxadiazol-5-yl)benzoyl]-5-hydroxy-1-methyl-1H-pyrazole(compound 3.48)

Step a) Methyl3-[(1-amino-2-methylprop-1-yl)iminooxycarbonyl]-2,4-dichlorobenzoate

At room temperature, 9.10 g (90 mmol) of triethylamine in 200 ml oftoluene and 7.65 g (75 mmol) of 2-methylpropanecarbohydroximamide in 200ml of toluene were added successively, dropwise and with stirring, to20.00 g (75 mmol) of methyl 2,4-dichloro-3-chloroformylbenzoate in 400ml of toluene. After 48 hours of stirring at room temperature, themixture was concentrated and the residue was taken up in 400 ml of 2.5%strength potassium carbonate solution and extracted five times with 400ml of ethyl acetate each time. The combined organic phases were driedand concentrated. 21.70 g (89% of theory) of methyl3-[(1-amino-2-methylprop-1-yl)iminooxycarbonyl]-2,4-dichlorobenzoatewere obtained.

(Mp.: 154-157° C.)

Step b) Methyl 2,4-dichloro-3-(3-i-propyl-1,2,4-oxadiazol-5-yl)benzoate

19.4 g (58 mmol) of methyl3-[(1-amino-2-methylprop-1-yl)iminooxycarbonyl]-2,4-dichlorobenzoatewere heated under reflux in 500 ml of acetic acid until the reaction hadgone to completion. The mixture was subsequently concentrated and theresidue was taken up in 300 ml of 5% strength potassium carbonatesolution and extracted repeatedly with methylene chloride. The combinedorganic phases were dried and concentrated. 13.5 g (74% of theory) ofmethyl 2,4-dichloro-3-(3-i-propyl-1,2,4-oxadiazol-5-yl)benzoate wereobtained in the form of a brown oil.

Step c) 2,4-Dichloro-3-(3-i-propyl-1,2,4-oxadiazol-5-yl)benzoic acid

2.06 g (51.5 mmol) of sodium hydroxide in 150 ml of methanol were addeddropwise to 13.50 g (42.9 mmol) of methyl2,4-dichloro-3-(3-i-propyl-1,2,4-oxadiazol-5-yl)benzoate in 330 ml ofmethanol. The mixture was stirred at room temperature for 12 hours and afurther 0.52 g (12.9 mmol) of sodium hydroxide were added. The mixturewas subsequently stirred at room temperature for a further 48 hours andthe solvent was then removed. The residue was taken up in 200 ml of 5%strength potassium carbonate solution and washed once with ethyl acetateand twice with methylene chloride. The aqueous phase that remained wasthen acidified (pH=2) using hydrochloric acid and extracted repeatedlywith methylene chloride. The combined organic phases were dried andconcentrated. 7.20 g (56% of theory) of2,4-dichloro-3-(3-i-propyl-1,2,4-oxadiazol-5-yl)benzoic acid wereobtained.

(Mp.: 104-107° C.)

Step d) 2,4-Dichloro-3-(3-i-propyl-1,2,4-oxadiazol-5-yl)benzoyl chloride

At room temperature, 1.18 g (9.9 mmol) of thionyl chloride were addeddropwise to 2.00 g (6.6 mmol) of2,4-dichloro-3-(3-i-propyl-1,2,4-oxadiazol-5-yl)benzoic acid in 35 ml oftoluene. The mixture was subsequently slowly heated to refluxtemperature, and this temperature was maintained for 8 hours. Themixture was then stirred at room temperature for 12 hours, the insolublecomponents were filtered off and the mixture was concentrated. Theresidue that remained was taken up in toluene and the solvent was oncemore removed. 2.00 g (95% of theory) of2,4-dichloro-3-(3-i-propyl-1,2,4-oxadizol-5-yl)benzoyl chloride wereobtained.

Step e)4-[2,4-Dichloro-3-(3-i-propyl-1,2,4-oxadiazol-5-yl)benzoyl]-5-hydroxy-1-methyl-1H-pyrazole

At 5-10° C., 2.00 g (6.3 mmol) of2,4-dichloro-3-(3-i-propyl-1,2,4-oxadiazol-5-yl)benzoyl chloride in 10ml of dimethoxyethane were added dropwise to 0.62 g (6.3 mmol) of5-hydroxy-1-methyl-1H-pyrazole and 1.74 g (12.6 mmol) of potassiumcarbonate in 20 ml of dimethoxyethane. After 2.5 hours of stirring atroom temperature, the mixture was heated under reflux for 2 hours andthen once more stirred at room temperature for 12 hours. The reactionmixture was then taken up in water and washed with methylene chloride ortoluene; the aqueous phase that remained was adjusted to pH=3 usinghydrochloric acid and the precipitate that had formed was filtered offwith suction and dried. 1.90 g (79% of theory) of4-[2,4-dichloro-3-(3-i-propyl-1,2,4-oxadiazol-5-yl)benzoyl]-5-hydroxy-1-methyl-1H-pyrazolewere obtained.

(Mp.: 138-144° C.)

2-Chloro-4-methylsulfonyl-3-(1,3,4-oxadiazol-2-yl)benzoic acid (compound4.53)

Step a) Methyl 2-chloro-3-hydrazinocarbonyl-4-methylsulfonylbenzoate

At room temperature, 3.11 g (10 mmol) of methyl2-chloro-3-chloroformyl-4-methylsulfonylbenzoate in 50 ml of methylenechloride were added dropwise to 1.0 g (20 mmol) of hydrazine hydrate in30 ml of methylene chloride. The reaction mixture was stirred at roomtemperature for 1 hour and then washed with water, dried andconcentrated. 1.2 g (39% of theory) of methyl2-chloro-3-hydrazinocarbonyl-4-methylsulfonylbenzoate were obtained.

(Mp.: 85-95° C.)

Step b) Methyl2-chloro-4-methylsulfonyl-3-(1,3,4-oxadiazol-2-yl)benzoate

1.16 g (3.8 mmol) of methyl2-chloro-3-hydrazinocarbonyl-4-methylsulfonylbenzoate and 10 ml oftriethyl orthoformate were heated under reflux for 6 hours. Theprecipitate that had formed was filtered off with suction, washed withn-hexane and subsequently taken up in 20 ml of toluene. After theaddition of p-toluenesulfonic acid, the mixture was heated at reflux for3 hours and then cooled, washed with water, dried and concentrated. 0.62g (52% of thoery) of methyl2-chloro-4-methylsulfonyl-3-(1,3,4-oxadiazol-2-yl)benzoate was obtained.

Step c) 2-Chloro-4-methylsulfonyl-3-(1,3,4-oxadiazol-2-yl)benzoic acid

At reflux temperature, 1.5 g (4.7 mmol) of methyl2-chloro-4-methylsulfonyl-3-(1,3,4-oxadiazol-2-yl)benzoate in 50 ml ofpyridine were added dropwise to 2.5 g (18.9 mmol) of lithium iodide in50 ml of pyridine, and the mixture was heated under reflux until thereaction had gone to completion. The mixture was cooled, the solvent wasremoved, the residue was taken up in water, insoluble components werefiltered off and the mixture was acidified using hydrochloric acid andextracted with methylene chloride or ethyl acetate. The combined organicphases were dried and concentrated. 1.2 g (86% of theory) of2-chloro-4-methylsulfonyl-3-(1,3,4-oxadiazol-2-yl)benzoic acid wereobtained.

Methyl 2,4-dichloro-3-(2-oxoeth-1-yl)benzoate

Step a) Methyl 2,4-dichloro-3-(2-methoxyethen-1-yl)benzoate

At 0-5° C., 10.1 g (90 mmol) of potassium t-butoxide in 100 ml oftetrahydrofuran were added dropwise to 14.0 g (60 mmol) of methyl2,4-dichloro-3-formylbenzoate and 39.2 g (114 mmol) of(methoxymethyl)triphenylphosphonium chloride in 500 ml oftetrahydrofuran. The reaction mixture was stirred for 1 hour and thendiluted with water, extracted with methyl t-butyl ether and stirred withdiethyl ether. The insoluble components were subsequently separated off,the filtrate was concentrated and the residue was chromatographed oversilica gel (eluent: cyclohexane:ethyl acetate=9:1). 12.2 g (78% oftheory) of methyl 2,4-dichloro-3-(2-methoxyethen-1-yl)benzoate.

Step b) Methyl 2,4-dichloro-3-(2-oxoeth-1-yl)benzoate

6 ml of 85% strength phosphoric acid and 6 ml of H₂ O were addeddropwise to 2.6 g (10 mmol) of methyl2,4-dichloro-3-(2-methoxyethen-1-yl)benzoate in 80 ml of dioxane. Themixture was heated under reflux for 12 hours and then stirred at roomtemperature for 12 hours. The solvent was removed and the residue wastaken up in ethyl acetate, washed with 10% strength sodium bicarbonatesolution, dried and concentrated. The residue was chromatographed oversilica gel (eluent: cyclohexane:ethyl acetate=9:1). 1.4 g (57% oftheory) of methyl 2,4-dichloro-3-(2-oxoeth-1-yl)benzoate were obtained.

4-[2,4-Dichloro-3-(3-methylisoxazol-5-yl)benzoyl]-5-hydroxy-1-methyl-1H-pyrazole(compound 3.52)

Step a) Methyl 2,4-dichloro-3-(2-oxobut-3-en-4-yl)benzoate

At room temperature, first 14.0 g (125 mmol) of potassium t-butoxide andthen, after 30 minutes, 23.3 g (100 mmol) of methyl2,4-dichloro-3-formylbenzoate in 200 ml of tetrahydrofuran were added to53.2 g (150 mmol) of (2-oxopropyl)triphenylphosphonium chloride in 300ml of tetrahydrofuran. The mixture was stirred at room temperature for4.5 hours and 400 ml of water were then added, the organic phase wasseparated off and the aqueous phase was extracted with methyl t-butylether. The combined organic phases were dried and concentrated and theresulting residue was chromatographed over silica gel (eluent:cyclohexane:ethyl acetate=9:1). 24.0 g (88% of theory) of methyl2,4-dichloro-3-(2-oxobut-3-en-4-yl)benzoate were obtained.

Step b) Methyl 2,4-dichloro-(2-hydroxyiminobut-3-en-4-yl)benzoate

1.8 g (25.9 mmol) of hydroxylamine hydrochloride and 1.5 g (11.0 mmol)of potassium carbonate were added to 5.0 g (18.3 mmol) of methyl2,4-dichloro-3-(2-oxobut-3-en-4-yl)benzoate in 160 ml of ethanol, andthe reaction mixture was admixed with water until a clear solution wasobtained. The mixture was heated under reflux for 3 hours and thencooled and the reaction mixture was taken up in 400 ml of water andextracted with ethyl acetate. The combined organic phases were dried andthe solvent was removed. Methyl2,4-dichloro-(2-hydroxyiminobut-3-en-4-yl)benzoate was obtained inquantitative yield.

Step c) Methyl 2,4-dichloro-3-(3-methylisoxazol-5-yl)benzoate

4.7 g (55.6 mmol) of sodium bicarbonate in 50 ml of water were added to4.0 g (13.9 mmol) of methyl2,4-dichloro-(2-hydroxyiminobut-3-en-4-yl)benzoate in 100 ml oftetrahydrofuran. Under the exclusion of light, 7.9 g (47.8 mmol) ofpotassium iodide and 3.7 g (14.6 mmol) of iodine in 50 ml of water werethen added and the mixture was heated under reflux for 4 hours. Themixture was then cooled and 100 ml of a 24% strength sodium pyrosulfitesolution were added a little at a time and the solution was extractedwith diethyl ether and concentrated. The residue was subsequentlychromatographed over silica gel (eluent: cyclohexane:ethyl acetate=9:1).2.4 g (60% of theory) of methyl2,4-dichloro-3-(3-methylisoxazol-5-yl)benzoate were obtained.

Step d) 2,4-Dichloro-3-(3-methylisoxazol-5-yl)benzoic acid

0.35 g (8.8 mmol) of sodium hydroxide in 35 ml of water was added to 2.3g (8.0 mmol) of methyl 2,4-dichloro-3-(3-methylisoxazol-5-yl)benzoate ina mixture of 50 ml of methanol and 50 ml of tetrahydrofuran. The mixturewas stirred at room temperature for 12 hours, the solvent was removedand the residue was taken up in ethyl acetate/water. After phaseseparation, the organic phase was separated off and the aqueous phasewas washed with ethyl acetate. The remaining aqueous phase was acidifiedand then extracted with ethyl acetate; the resulting organic phase wasdried and concentrated. 2.1 g (96% of theory) of2,4-dichloro-3-(3-methylisoxazol-5-yl)benzoic acid were obtained.

Step e) 2,4-Dichloro-3-(3-methylisoxazol-5-yl)benzoyl chloride

1 drop of dimethylformamide and 1.1 g (9.5 mmol) of thionyl chloridewere added to 2.0 g (7.35 mmol) of2,4-dichloro-3-(3-methylisoxazol-5-yl)benzoic acid in 50 ml of toluene.The mixture was heated under reflux for 2 hours and then cooled, and thesolvent was removed.

Step f)4-[2,4-Dichloro-3-(3-methylisoxazol-5-yl)benzoyl]-5-hydroxy-1-methyl-1H-pyrazole

At 0 to 5° C., the 2,4-dichloro-3-(3-methylisoxazol-5-yl)benzoylchloride obtained above (step e) in 40 ml of dimethoxyethane was addedto 0.7 g (7.35 mmol) of 5-hydroxy-1-methyl-1H-pyrazole in 30 ml ofdimethoxyethane and 2.0 g (14.7 mmol) of potassium carbonate. Themixture was stirred at room temperature for 3.5 hours, heated underreflux for 1 hour and stirred at room temperature for 12 hours. Theprecipitate that had formed was filtered off with suction and introducedinto 50 ml of water. The mixture is acidified to pH=1 and the solid isfiltered off with suction and dried. Likewise, the first-mentionedfiltrate was taken up in 400 ml of water, washed with methyl t-butylether, adjusted to pH 3 and extracted with methylene chloride. Thecombined organic phases were dried and concentrated. 1.9 g (73% oftheory) of4-[2,4-dichloro-3-(3-methylisoxazol-5-yl)benzoyl]-5-hydroxy-1-methyl-1H-pyrazolewere obtained.

(Mp.: 143-144° C.)

In addition to the compounds described above, other compounds of theformula III or benzoic acid derivatives of the formula VI which havebeen prepared or are preparable in a similar manner are listed in Tables3 and 4, respectively, below:

                                      TABLE 3                                     __________________________________________________________________________                                                                III                                                                             #STR633##          -                                                                                                                     Physical data                               Mp. [° C.];                                                     No. R.sup.1 R.sup.2 R.sup.3 R.sup.4 R.sup.6 R.sup.8 .sup.1 H NMR                                                       [δ in ppm]                   __________________________________________________________________________    3.1                                                                              Cl 4,5-dihydroisoxazol-3-yl                                                                          Cl    H  n-C.sub.4 H.sub.9                                                                  H   116-117                             3.2 Cl 4,5-dihydroisoxazol-3-yl Cl H i-C.sub.4 H.sub.9 H  148-151                                                       3.3 Cl 5-ethoxycarbonyl-4,5-di                                               hydroisoxa- SO.sub.2 CH.sub.3                                                 H CH.sub.3 H  70-75                    zol-3-yl                                                                    3.4 Cl 5-ethoxycarbonyl-4,5-dihydroisoxa- SO.sub.2 CH.sub.3 H C.sub.2                                                  H.sub.5 H  65-70                       zol-3-yl                                                                    3.5 Cl 5-methyl-4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H CH.sub.3 H                                                 230-235                             3.6 Cl 5-methyl-4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H C.sub.2                                                   H.sub.5 H  210-215                   3.7 Cl 5-methyl-4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H n-C.sub.3                                                 H.sub.7 H  95-100                    3.8 Cl 5,5-dimethyl-4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H                                                       CH.sub.3 H  220-225                  3.9 Cl 5,5-dimethyl-4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H                                                       C.sub.2 H.sub.5 H  82-86                                                       3.10 Cl 5,5-dimethyl-4,5-dihyd                                               roisoxazol-3-yl SO.sub.2                                                      CH.sub.3 H n-C.sub.3 H.sub.7 H                                                 70-75                               3.11 Cl 5,5-dimethyl-4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H                                                      n-C.sub.4 H.sub.9 H  68-73                                                     3.12 Cl 5,5-dimethyl-4,5-dihyd                                               roisoxazol-3-yl SO.sub.2                                                      CH.sub.3 H i-C.sub.4 H.sub.9 H                                                 45-50                               3.13 Cl 5-ethyl-4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H CH.sub.3 H                                                 220-225                             3.14 Cl 5-ethyl-4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H C.sub.2                                                   H.sub.5 H  170-175                   3.15 Cl 4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H n-C.sub.3 H.sub.7                                                 H  65-70                             3.16 Cl 4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H n-C.sub.4 H.sub.9                                                 H  55-60                             3.17 Cl 4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H i-C.sub.4 H.sub.9                                                 H  58-63                             3.18 Cl 4,5-dihydroisoxazol-3-yl Cl H n-C.sub.3 H.sub.7 H  119-121                                                      3.19 Cl 4,5-dihydroisoxazol-3-                                               yl Cl H CH.sub.3 CH.sub.3                                                     115-117                              3.20 Cl 4,5-dihydroisoxazol-3-yl NO.sub.2 H C.sub.2 H.sub.5 H  217-218                                                  3.21 Cl 4,5-dihydroisoxazol-3-                                               yl SO.sub.2 CH.sub.3 H                                                        CH.sub.3 H >250                      3.22 Cl 4,5-dihydroisoxazol-3-yl Cl H C.sub.2 H.sub.5 H  125-128                                                        3.23 Cl 5,5-dimethyl-4,5-dihyd                                               roisoxazol-3-yl SO.sub.2                                                      C.sub.2 H.sub.5 H CH.sub.3 H                                                  >200                                 3.24 Cl 5-methyl-4,5-dihydroisoxazol-3-yl SO.sub.2 C.sub.2 H.sub.5 H                                                   CH.sub.3 H  220-223                  3.25 Cl 5-methyl-4,5-dihydroisoxazol-3-yl SO.sub.2 C.sub.2 H.sub.5 H                                                   C.sub.2 H.sub.5 H >230                                                         3.26 Cl 5-methyl-4,5-dihydrois                                               oxazol-3-yl SO.sub.2 -n-C.sub.3                                                H.sub.7 H CH.sub.3 H 1.12(t);                                                1.53(d); 1.76(quin); 3.18(dd);              3.38(t); 3.55(dd); 3.73(s); 5.04(m);                                          5.55(s, br.); 7.37(s); 7.68(d); 8.13(d).                               3.27 Cl 5-methyl-4,5-dihydroisoxazol-3-yl SO.sub.2 -n-C.sub.3 H.sub.7 H                                                C.sub.2 H.sub.5 H 1.07(t);                                                    1.50(m); 1.78(quin); 3.07(dd);              3.39(t); 3.55(dd); 4.12(t); 5.08(m); 7.38(s);                                 7.69(d); 8.11(d).                                                      3.28 Cl 4,5-dihydrooxazol-2-yl SO.sub.2 CH.sub.3 H CH.sub.3 H                 3.29 Cl 4,4-dimethyl-4,5-dihydrooxazol-2-yl SO.sub.2 CH.sub.3 H                                                        CH.sub.3 H 1.33(s); 3.40(s);                                                  4.17(s); 7.43(s); 7.79(d);                                                     .sup.a)       8.04(d).                                                        3.30 Cl 4,4-dimethyl-4,5-dihyd                                               rooxazol-2-yl SO.sub.2                                                        CH.sub.3 H C.sub.2 H.sub.5 H                                                  1.27(t); 1.36(s); 3.4l(q);                                                    4.01(q); 4.18(s);                    .sup.a)       7.47(s); 7.83(d); 8.07(d).                                      3.31 Cl 3a,5,6,6a-tetrahydro-4H- SO.sub.2 CH.sub.3 H CH.sub.3 H  99-104         cyclopent[d]isoxazol-3-yl                                                   3.32 Cl 3a,5,6,6a-tetrahydro-4H- SO.sub.2 CH.sub.3 H CH.sub.3 H  95-100         cyclopent[d]isoxazol-3-yl                                                   3.33 Cl 4,5-dihydroisoxazol-5- SO.sub.2 CH.sub.3 H CH.sub.3 H  230-235                                                    spirocyclopentan-3-yl                                                       3.34 Cl 4,5-dihydroisoxazol-5-                                                SO.sub.2 CH.sub.3 H C.sub.2                                                  H.sub.5 H  190-195                     spirocyclopentan-3-yl                                                       3.35 Cl 4,5-dihydroisoxazol-5- SO.sub.2 CH.sub.3 H C.sub.2 H.sub.5 H                                                   95-100                                 spiro-4-tetrahydropyran-3-yl                                                3.36 Cl 5,5-dimethyl-4,5-dihydroisoxazol-3-yl SO.sub.2 C.sub.2 H.sub.5                                                 H CH.sub.3 H >230                    3.37 Cl 5,5-dimethyl-4,5-dihydroisoxazol-3-yl SO.sub.2 C.sub.2 H.sub.5                                                 H C.sub.2 H.sub.5 H  198-200                                                   3.38 Cl 4,5-dihydroisoxazol-3-                                               yl SO.sub.2 C.sub.2 H.sub.5 H                                                 CH.sub.3 H  215-218                  3.39 Cl 4,5-dihydroisoxazol-3-yl SO.sub.2 C.sub.2 H.sub.5 H C.sub.2                                                    H.sub.5 H  213-215                   3.40 Cl 4,5-dihydroisoxazol-3-yl SO.sub.2 -n-C.sub.3 H.sub.7 H CH.sub.3                                                H  186-190                           3.41 Cl 4,5-dihydroisoxazol-3-yl SO.sub.2 -n-C.sub.3 H.sub.7 H C.sub.2                                                 H.sub.5 H  84-86                     3.42 Cl 4,5-dihydroisoxazol-5- SO.sub.2 CH.sub.3 H CH.sub.3 H  90-95                                                      spiro-4-tetrahydropyran-3-yl      3.43 Cl 5,5-diethyl-4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H                                                       CH.sub.3 H  70-75                    3.44 Cl 5,5-diethyl-4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H                                                       C.sub.2 H.sub.5 H  50-55                                                       3.45 CH.sub.3 4,5-dihydrothiaz                                               ol-2-yl H H C.sub.2 H.sub.5 H                                                 1.44(t); 2.50(s); 3.49(t);                                                    4.09(q); 4.53(t);                           7.35(m); 7.48(d); 7.62(d).                                             3.46 Cl 1,3-dithiolan-2-yl Cl H C.sub.2 H.sub.5 H 1.46(t); 3.28(m);                                                    3.67(m); 4.10(q); 6.80                                                                (s); 7.24(d); 7.36(s);                                                7.36(d)                              3.47 Cl 5,5-dimethyl-1,3-dioxan-2-yl Cl H C.sub.2 H.sub.5 H  147-152                                                    3.48 Cl 3-isopropyl-1,2,4-oxad                                               iazol-5-yl Cl H CH.sub.3 H                                                    138-144                              3.49 Cl 3-isopropyl-1,2,4-oxadiazol-5-yl Cl H C.sub.2 H.sub.5 H                                                        106-109                              3.50 CH.sub.3 4-phenylthiazol-2-yl H H C.sub.2 H.sub.5 H  93-97                                                         3.51 CH.sub.3 4-methylthiazol-                                               2-yl H H C.sub.2 H.sub.5 H                                                    1.48(t); 2.53(5); 4.09(q);                                                    7.00(s); 7.40(m);                           7.50(d); 7.75(d)                                                       3.52 Cl 3-methylisoxazol-5-yl Cl H CH.sub.3 H  143-144                        3.53 Cl 3-methylisoxazol-5-yl SO.sub.2 CH.sub.3 H CH.sub.3 H  102-108                                                   3.54 CH.sub.3 5,6-dihydro-4H-1                                               ,3-thiazin-2-yl H H C.sub.2                                                   H.sub.5 H  156-157                   3.55 Cl 1,3-dithiolan-2-yl Cl H CH.sub.3 H  64-67                             3.56 Cl 4-tert-butylthiazol-2-yl SO.sub.2 CH.sub.3 H C.sub.2 H.sub.5 H                                                 1.40(s); 1.48(t); 3.28(s);                                                    4.09(q); 7.27(s);                           7.40(s); 7.71(d); 8.28(d)                                              3.57 Cl 2-thiazolyl Cl H C.sub.2 H.sub.5 H 1.39(t); 3.96(q); 7.39(m);                                                  7.60(d); 8.01(d)                     3.58 Cl 3-tert-butylisoxazol-4-yl Cl H CH.sub.3 H 1.4(s); 3.7(s);                                                      6.4(s); 7.4(s); 7.5(d); 7.6(d)       3.59 Cl 5,5-dimethyl-1,3-dioxan-2-yl SO.sub.2 CH.sub.3 H C.sub.2                                                       H.sub.5 H  225-229                   3.60 Cl 3-acetyl-1-methylpyrazol-5-yl Cl H C.sub.2 H.sub.5 H 1.26(t);                                                  2.52(s); 3.17(s); 3.93(q);                                                    6.87(s); 7.50                               (s); 7.63(d); 7.80(d)                                                  3.61 Cl 5-methoxyethylisoxazol-3-yl SO.sub.2 CH.sub.3 H CH.sub.3 H                                                     80-85                                3.62 Cl 5-methoxyethylisoxazol-3-yl SO.sub.2 CH.sub.3 H C.sub.2 H.sub.5                                                H  170-175                           3.63 Cl 4,5-dimethylisoxazol-3-yl SO.sub.2 CH.sub.3 H CH.sub.3 H                                                       95-100                               3.64 Cl 5-(n-propyl)isoxazol-3-yl SO.sub.2 CH.sub.3 H CH.sub.3 H  65-70       3.65 Cl 5-(t-butyl)isoxazol-3-yl SO.sub.2 CH.sub.3 H CH.sub.3 H                                                        225-230                              3.66 Cl 5-(t-butyl)isoxazol-3-yl SO.sub.2 CH.sub.3 H C.sub.2 H.sub.5 H                                                 70-75                                3.67 Cl 4,5-diethylisoxazol-3-yl SO.sub.2 CH.sub.3 H CH.sub.3 H                                                        125-130                              3.68 Cl 4,5-diethylisoxazol-3-yl SO.sub.2 CH.sub.3 H C.sub.2 H.sub.5 H                                                 70-75                                3.69 Cl 5-(n-propyl)isoxazol-3-yl SO.sub.2 CH.sub.3 H C.sub.2 H.sub.5 H                                                 60-65                               3.70 Cl 4,5-dimethylisoxazol-3-yl SO.sub.2 CH.sub.3 H C.sub.2 H.sub.5 H                                                 75-80                               3.71 Cl 5-chloromethylisoxazol-3-yl SO.sub.2 CH.sub.3 H C.sub.2 H.sub.5                                                H  55-60                             3.72 Cl 5-ethoxyisoxazol-3-yl SO.sub.2 CH.sub.3 H CH.sub.3 H  80-85                                                     3.73 Cl 5-ethoxyisoxazol-3-yl                                                SO.sub.2 CH.sub.3 H CH.sub.3 H                                                 70-75                               3.74 Cl 5-methylisoxazol-3-yl SO.sub.2 CH.sub.3 H C.sub.2 H.sub.5 H                                                    232-234                              3.75 Cl 5-(2-methylpropyl)isoxazol-3-yl SO.sub.2 CH.sub.3 H C.sub.2                                                    H.sub.5 H 0.95(d); 1.28(t);                                                   2.04(m); 2.73(d); 3.31(s);                                                            3.91(q); 6.54(s);                                                     7.50(s); 7.82(d); 8.14(d)                                                      3.76 Cl 5-(2-methylpropyl)isox                                               azol-3-yl SO.sub.2 CH.sub.3 H                                                 CH.sub.3 H 0.94(d); 2.03(m);                                                  2.73(d); 3.30(s); 3.52(s);                                                            6.52(s); 7.47(s);                                                     7.81(d); 8.13(d)                     3.77 Cl 5-methylisoxazol-3-yl SO.sub.2 CH.sub.3 H CH.sub.3 H  190-194       __________________________________________________________________________     .sup.a) Prepared from                                                         2chloro-3-(1'-chloro-2',2'-dimethylethylaminocarbonyl)-4-methylsulfonylbe    zoyl chloride using two equivalents of potassium carbonate                

                                      TABLE 4                                     __________________________________________________________________________                                                                VI                                                                              #STR634##          -                                                                                                                  Physical data                                 Mp. [° C.];                                                      No. R.sup.1 R.sup.2 R.sup.3 R.sup.4 L .sup.1 H NMR [δ in ppm]         __________________________________________________________________________    4.1                                                                              Cl 4,5-dihydroisoxazol-3-yl                                                                          Cl    H   OCH.sub.3                                                                         3.29(t); 3.91(s); 4.58(t);                                                    7.46(d); 7.83(d).                       4.2 Cl 4,5-dihydroisoxazol-3-yl Cl H OH 3.28(t); 4.60(t); 7.02(s, br);                                              7.46(d); 7.98(d).                       4.3 Cl 4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H OCH.sub.3 3.24(s);                                              3.42(t); 3.99(s); 4.60(t);                                                    7.96(d);                                      8.10(d).                                                                4.4 Cl 4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H OH 3.26(s);                                                     3.45(t); 4.63(t); 8.15(s);                                                    8.53(s, br).                            4.5 Cl 4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H Cl 3.25(s);                                                     3.46(t); 4.62(t); 8.21(dd).                                                    4.6 Cl 4,4-dimethyl-4,5-dihydroox                                            azol-2-yl Cl H OH 1.31(s);                                                    4.16(s); 7.69(d); 7.90(d);                                                    13.8(s, br).                            4.7 Cl 5,5-dimethyl-4,5-dihydroisoxazol-3-yl SO.sub.2 C.sub.2 H.sub.5 H                                             OCH.sub.3 1.25(t); 1.57(s);                                                   3.21(s); 3.42(q); 3.99(s);                                                           7.94(d); 8.07(d).                4.8 Cl 5,5-dimethyl-4,5-dihydroisoxazol-3-yl SO.sub.2 C.sub.2 H.sub.5 H                                             OH 1.13(t); 1.47(s); 3.15(s);                                                 3.43(q); 8.06(s);                             13.8(s, br).                                                            4.9 Cl 4,5-dihydroisoxazol-3-yl SO.sub.2 C.sub.2 H.sub.5 H OCH.sub.3                                                1.28(t); 3.41(m); 4.02(s);                                                    4.62(t); 7.95(d);                             8.06(d).                                                                4.10 Cl 4,5-dihydroisoxazol-3-yl SO.sub.2 C.sub.2 H.sub.5 H OH 137-140                                               4.11 Cl 5-methyl-4,5-dihydroisoxa                                            zol-3-yl SO.sub.2 C.sub.2 H.sub.5                                             H OCH.sub.3 1.26(t); 1.53(d);                                                 3.06(dd); 3.42(q); 3.49(dd);                                                         5.05(m); 7.95(d); 8.07(d).       4.12 Cl 5-methyl-4,5-dihydroisoxazol-3-yl SO.sub.2 C.sub.2 H.sub.5 H OH                                             140-143                                 4.13 Cl 4,5-dihydrooxazol-2-yl SO.sub.2 CH.sub.3 H OCH.sub.3 3.30(s);                                               3.98(s); 4.11(t); 4.55(t);                                                    7.97(d);                                      8.08(d).                                                                4.14 Cl 4,5-dihydrooxazol-2-yl SO.sub.2 CH.sub.3 H OH 3.38(s); 4.00(t);                                             4.46(t); 8.08(s).                       4.15 Cl 4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H OH 3.30(s);                                                    3.35(t); 4.15(s, br); 4.50(t);                                                8.05(s).                                4.16 Cl 5,5-dimethyl-4,5-dihydroisoxazol-3-yl SO.sub.2 -n-C.sub.3                                                   H.sub.7 H OCH.sub.3 0.95(t);                                                  1.47(s); 1.58(quin); 3.12(s);                                                 3.31(s);                                      3.43(t); 3.93(s); 8.09(dd).                                             4.17 Cl 5,5-dimethyl-4,5-dihydroisoxazol-3-yl SO.sub.2 -n-C.sub.3                                                   H.sub.7 H OH 0.93(t); 1.47(s);                                                1.58(quin); 3.15(s); 3.42(t);                                                        8.05(s).                         4.18 Cl 4,5-dihydroisoxazol-3-yl SO.sub.2 -n-C.sub.3 H.sub.7 H OCH.sub.3                                             0.92(t); 1.55(quin); 3.39(m);                                                3.93(s); 4.50(t);                             8.08(dd).                                                               4.19 Cl 4,5-dihydroisoxazol-3-yl SO.sub.2 -n-C.sub.3 H.sub.7 H OH                                                   148-150                                 4.20 Cl 5-methyl-4,5-dihydroisoxazol-3-yl SO.sub.2 -n-C.sub.3 H.sub.7 H                                             OCH.sub.3 0.93(t); 1.49(d);                                                   1.58(quin); 2.94(dd);                         3.42(m); 3.93(s); 4.97(m); 8.10(dd).                                    4.21 Cl 5-methyl-4,5-dihydroisoxazol-3-yl SO.sub.2 -n-C.sub.3 H.sub.7 H                                             OH 0.94(t); 1.39(d); 1.58(quin);                                              2.96(dd);                                     3.50(m); 4.95(m); 8.05(s).                                              4.22 Cl 1,3,4-oxathiazolin-2-on-5-yl SO.sub.2 CH.sub.3 H OCH.sub.3                                                  3.24(s); 4.02(s); 8.14(dd).                                                    4.23 Cl 5-ethoxycarbonyl-4,5-dihy                                            droisoxazol-3-yl SO.sub.2                                                     CH.sub.3 H OCH.sub.3 118-121                                                   4.24 Cl 5-ethoxycarbonyl-4,5-dihy                                            droisoxazol-3-yl SO.sub.2                                                     CH.sub.3 H OH                           4.25 Cl 5-methyl-4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H OCH.sub.3                                             130-135                                 4.26 Cl 5-methyl-4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H OH                                                    173-178                                 4.27 Cl 5,5-dimethyl-4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H                                                   OCH.sub.3 1.57(s); 3.18(s);                                                   3.27(s); 4.01(s); 7.97(d);                                                           8.12(d).                         4.28 Cl 5,5-dimethyl-4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H OH                                                1.48(s); 3.15(s); 3.34(s);                                                    8.08(dd).                               4.29 Cl 5-ethyl-4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H OCH.sub.3                                              0.97(t); 1.72(m); 3.10(dd);                                                   3.32(s); 3.37(dd);                            4.72(m); 8.08(dd).                                                      4.30 Cl 3a,5,6,6a-tetrahydro-4H- SO.sub.2 CH.sub.3 H OCH.sub.3 1.57(m);                                             1.81(m); 2.21(m); 3.20(s);                                                    4.02(s);                                  cyclopent[d]isoxazol-3-yl    4.32(t); 5.35(dd); 7.92(d); 8.18(d).                                                  4.31 Cl 3a,5,6,6a-tetrahydro-4H-                                             SO.sub.2 CH.sub.3 H OH 1.72(m);                                               2.01(m); 3.27(s); 4.24(t);                                                    5.23(dd);                                 cyclopent[d]isoxazol-3-yl    8.05(d); 8.15(d); 13.8(s, br).                 4.32 Cl 4,5-dihydroisoxazol-5-spiro- SO.sub.2 CH.sub.3 H OCH.sub.3                                                  2.00(m); 3.23(s); 3.27(s),                                                    3.72(m); 4.00(s);                         4-tetrahydropyran-3-yl    7.96(d);8.04(d).                                  4.33 Cl 4,5-dihydroisoxazol-5-spiro- SO.sub.2 CH.sub.3 H OH  78-83                                                     4-tetrahydropyran-3-yl                                                      4.34 Cl 4,5-dihydroisoxazol-5-spi                                            ro- SO.sub.2 CH.sub.3 H OCH.sub.3                                             1.78(m); 2.24(m); 3.27(s);                                                    3.36(s); 3.98(s);                         cyclopentan-3-yl    7.94(d); 8.12(d).                                       4.35 Cl 4,5-dihydroisoxazol-5-spiro- SO.sub.2 CH.sub.3 H OH 1.76(m);                                                2.05(m); 3.30(s); 3.33(s);                                                    8.09(dd).                                 cyclopentan-3-yl                                                            4.36 Cl 5,5-diethyl-4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H                                                    OCH.sub.3 1.00(t); 1.85(m);                                                   3.13(s); 3.27(s); 3.98(s);                                                           7.94(d); 8.11(d).                4.37 Cl 5,5-diethyl-4,5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H OH                                                 0.91(t); 1.76(m); 3.12(s);                                                    3.33(s); 8.07(dd);                            13.75(s, br).                                                           4.38 Cl 4,4-dimethyl-4,5-dihydrooxazol-2-yl SO.sub.2 CH.sub.3 H OH                                                  1.34(s); 3.40(s); 4.13(s);                                                    8.07.(s); 13.95(s, br).                 4.39 Cl 5-methyl-4;5-dihydroisoxazol-3-yl SO.sub.2 CH.sub.3 H Cl                                                     4.40 CH.sub.3 4,5-dihydrothiazol-                                            2-yl H H OCH.sub.3 2.62(s);                                                   3.48(t); 3.90(s); 4.51(t);                                                    7.28(t);                                      7.57(d); 7.96(d)                                                        4.41 CH.sub.3 4,5-dihydrothiazol-2-yl H H OH 2.50(s); 3.50(t); 4.44(t);                                             7.27(t); 7.54(d);                             7.79(d)                                                                 4.42 Cl 1,3-dithiolan-2-yl Cl H OCH.sub.3 3.44(m); 3.68(m); 3.93(s);                                                6.80(s); 7.38(d);                             7.52(d)                                                                 4.43 Cl 1,3-dithiolan-2-yl Cl H OH 195-198                                    4.44 Cl 5,5-dimethyl-1,3-dioxan-2-yl Cl H OCH.sub.3 0.83(s); 1.42(s);                                               3.68(d); 3.83(d); 3.91(s);                                                           6.19(s); 7.38(d); 7.58(d)                                               4.45 Cl 5,5-dimethyl-1,3-dioxan-2                                            -yl Cl H OH 150-152                     4.46 Cl 5-(cyclopropyl)isoxazol-3-yl SO.sub.2 CH.sub.3 H OH 1.14(4H);                                               2.12(1;H); 3.19(3H); 6.12(1H);                                                8.07(1H);                                     8.16(1H)                                                                4.47 Cl 5-trifluoromethylisoxazol-3-yl SO.sub.2 CH.sub.3 H OCH.sub.3                                                3.22(3H); 4.01(3H); 6.92(1H);                                                 8.07(1H); 8.20(1H)                      4.48 Cl 1,2,4-oxadiazol-3-yl SO.sub.2 CH.sub.3 H OCH.sub.3 122-127                                                   4.49 Cl 5-(n-propyl)isoxazol-3-yl                                             SO.sub.2 CH.sub.3 H OCH.sub.31.05                                            (3H); 1.83(2H); 2.86(2H);                                                     3.23(3H); 3.96(3H);                           6.20(1H); 7.96(1H); 8.20(1H)                                            4.50 Cl 5-(n-propyl)isoxazol-3-yl SO.sub.2 CH.sub.3 H OH 0.95(3H),                                                  1.72(2H); 2.82(2H); 3.30(3H);                                                 6.54(1H);                                     8.09(1H); 8.15(1H)                                                      4.51 Cl 5-(t-butyl)isoxazol-3-yl SO.sub.2 CH.sub.3 H OCH.sub.3 115-120                                               4.52 Cl 5-(t-butyl)isoxazol-3-yl                                             SO.sub.2 CH.sub.3 H OH 160-165                                                 4.53 Cl 1,3,4-oxadiazol-2-yl                                                 SO.sub.2 CH.sub.3 H OH 3.37(s);                                               8.22(d); 8.30(d); 9.62(s)                                                      4.54 Cl 3-isopropyl-1,2,4-oxadiaz                                            ol-5-yl Cl H OCH.sub.3 1.42(6H);                                              3.25(1H); 3.94(3H), 7.52(1H);                                                 7.99(1H)                                4.55 Cl 3-isopropyl-1,2,4-oxadiazol-5-yl Cl H OH 104-107                      4.56 Cl oxazol-2-yl SO.sub.2 CH.sub.3 H OCH.sub.3 177                         4.57 Cl 5-methoxymethylisoxazol-3-yl SO.sub.2 CH.sub.3 H OCH.sub.3                                                  3.21(3H); 3.47(3H); 3.98(3H);                                                 4.69(2H); 6.49(1H);                           7.99(1H); 8.20(1H)                                                      4.58 Cl 5-methoxymethylisoxazol-3-yl SO.sub.2 CH.sub.3 H OH 3.30(3H);                                               3.37(3H); 4.66(2H); 6.83(1H);                                                 8.13(1H);                                     8.18(1H)                                                                4.59 Cl 5-(2-hydroxyeth-1-yl)isoxazol-3-yl SO.sub.2 CH.sub.3 H OCH.sub.3                                             2.36(1H); 3.10(2H); 3.24(3H);                                                3.99(5H); 6.32(1H);                           7.98(1H); 8.16(1H)                                                      4.60 Cl 1,3,4-oxadiazol-2-yl SO.sub.2 CH.sub.3 H OCH.sub.3 3.29(3H);                                                4.01(3H); 8.20(2H); 8.69(1H)                                                   4.61 Cl 5-methyl-1,3,4-oxadiazol-                                            2-yl SO.sub.2 CH.sub.3 H OCH.sub.3                                             2.63(3H); 3.49(3H); 4.95(3H);                                                8.25(1H); 8.32(1H)                      4.62 Cl 5-methylisoxazol-3-yl SO.sub.2 CH.sub.3 H OCH.sub.3 127                                                      4.63 Cl 5-methylisoxazol-3-yl                                                SO.sub.2 CH.sub.3 H OH 148-150                                                 4.64 Cl 4,5-dimethylisoxazol-3-yl                                             SO.sub.2 CH.sub.3 H OCH.sub.3                                                120-125                                 4.65 Cl 4,5-dimethylisoxazol-3-yl SO.sub.2 CH.sub.3 H OH  85-90                                                      4.66 Cl 4,5-diethylisoxazol-3-yl                                             SO.sub.2 CH.sub.3 H OCH.sub.3                                                 90-95                                   4.67 Cl 4,5-diethylisoxazol-3-yl SO.sub.2 CH.sub.3 H OH 0.90(3H);                                                   1.26(3H); 2.20(2H); 2.83(2H);                                                 3.30(3H);                                     8.12(1H); 8.18(1H)                                                      4.68 Cl 5-(cyclopropyl)isoxazol-3-yl SO.sub.2 CH.sub.3 H OCH.sub.3                                                  1.10(4H); 2.15(1H); 3.22(3H);                                                 3.98(3H); 6.12(1H);                           7.95(1H); 8.18(1H)                                                      4.69 Cl 5-methyl-1,2,4-oxadiazol-3-yl SO.sub.2 CH.sub.3 H OCH.sub.3                                                 102-107                                 4.70 Cl 5,6-dihydro-4-H-1,3-thiazin-2-yl H H OCH.sub.3 184-188                4.71 Cl 4,5-dihydrothiazol-2-yl SO.sub.2 CH.sub.3 H OH 3.31(s);                                                     3.60(t); 4.38(t); 8.04(d);                                                    8.10(d)                                 4.72 Cl 5-hydroxymethylisoxazol-3-yl SO.sub.2 CH.sub.3 H OCH.sub.3                                                  50-53                                   4.73 Cl 5-hydroxymethylisoxazol-3-yl SO.sub.2 CH.sub.3 H OH  65-66                                                   4.74 Cl 5-(2-methylpropyl)isoxazo                                            l-3-yl SO.sub.2 CH.sub.3 H                                                    OCH.sub.3 1.01(d); 2.13(sept);                                                2.75(d); 3.24(s); 3.99(s); 6.19                                                      (d); 7.97(d); 8.20(d)                                                   4.75 Cl 5-(2-methylpropyl)isoxazo                                            l-3-yl SO.sub.2 CH.sub.3 H OH                                                 0.96(d); 2.03(sept); 2.74(d);                                                 3.29(s); 6.53(s); 8.08                        (d); 8.13(d)                                                            4.76 Cl 5-(N,N-dimethylaminomethyl)isoxazol-3-yl SO.sub.2 CH.sub.3 H                                                OCH.sub.3 2.37(s); 3.23(s);                                                   4.00(s); 6.40(s); 7.98(d);                                                    8.18(d)                                 4.77 Cl 5-chloromethylisoxazol-3-yl SO.sub.2 CH.sub.3 H OH 3.30(s);                                                 3.36(s); 4.66(s); 5.06(s);                                                    6.82(s); 6.93(s);                             8.10(d); 8.16(d)                                                        4.78 Cl 5-ethoxyisoxazol-3-yl SO.sub.2 CH.sub.3 H OH 1.39(t); 3.33(s);                                              4.33(q); 5.95(s); 8.07(d);                                                    8.16(d)                                 4.79 Cl 5-methylcarbonylisoxazol-3-yl SO.sub.2 CH.sub.3 H OH 2.65(s);                                               3.30(s); 7.71(s); 8.17(d);                                                    8.20(d)                                 4.80 Cl 5-methylcarbonylisoxazol-3-yl SO.sub.2 CH.sub.3 H OCH.sub.3                                                 145-150                                 4.81 Cl 5-ethoxyisoxazol-3-yl SO.sub.2 CH.sub.3 H OCH.sub.3 1.50(t);                                                3.28(s); 3.98(s); 4.36(q);                                                    5.43(s); 7.95(d);                             8.16(d)                                                                 4.82 Cl 5-chloromethylisoxazol-3-yl SO.sub.2 CH.sub.3 H OCH.sub.3                                                   115-120                               __________________________________________________________________________

The 4-(3-heterocyclyl-1-benzoyl)pyrazoles of the formula I and theiragriculturally useful salts are suitable, both in the form of isomermixtures and in the form of the pure isomers, as herbicides. Theherbicidal compositions comprising compounds of the formula I controlvegetation on non-crop areas very efficiently, especially at high ratesof application. They act against broad-leaved weeds and grass weeds incrops such as wheat, rice, maize, soy and cotton without causing anysignificant damage to the crop plants. This effect is mainly observed atlow rates of application.

Depending on the application method used, the compounds of the formulaI, or the compositions comprising them, can additionally be employed ina further number of crop plants for eliminating undesirable plants.Examples of suitable crops are the following:

Allium cepa, Ananas comosus, Arachis hypogaea, Asparagus officinalis,Beta vulgaris spec. altissima, Beta vulgaris spec. rapa, Brassica napusvar. napus, Brassica napus var. napobrassica, Brassica rapa var.silvestris, Camellia sinensis, Carthamus tinctorius, Caryaillinoinensis, Citrus limon, Citrus sinensis, Coffea arabica (Coffeacanephora, Coffea liberica), Cucumis sativus, Cynodon dactylon, Daucuscarota, Elaeis guineensis, Fragaria vesca, Glycine max, Gossypiumhirsutum, (Gossypium arboreum, Gossypium herbaceum, Gossypiumvitifolium), Helianthus annuus, Hevea brasiliensis, Hordeum vulgare,Humulus lupulus, Ipomoea batatas, Juglans regia, Lens culinaris, Linumusitatissimum, Lycopersicon lycopersicum, Malus spec., Manihotesculenta, Medicago sativa, Musa spec., Nicotiana tabacum (N. rustica),Olea europaea, Oryza sativa, Phaseolus lunatus, Phaseolus vulgaris,Picea abies, Pinus spec., Pisum sativum, Prunus avium, Prunus persica,Pyrus communis, Ribes sylvestre, Ricinus communis, Saccharumofficinarum, Secale cereale, Solanum tuberosum, Sorghum bicolor (S.vulgare), Theobroma cacao, Trifolium pratense, Triticum aestivum,Triticum durum, Vicia faba, Vitis vinifera and Zea mays.

In addition, the compounds of the formula I may also be used in cropswhich tolerate the action of herbicides owing to breeding, includinggenetic engineering methods.

The compounds of the formula I, or the herbicidal compositionscomprising them, can be used for example in the form of ready-to-sprayaqueous solutions, powders, suspensions, also ighly concentratedaqueous, oily or other suspensions or dispersions, emulsions, oildispersions, pastes, dusts, materials for broadcasting, or granules, bymeans of spraying, atomizing, dusting, broadcasting or watering. The useforms depend on the intended aims; in any case, they should guarantee avery fine distribution of the active compounds according to theinvention.

The herbicidal compositions comprise a herbicidally effective amount ofat least one compound of the formula I or an agriculturally useful saltof I, and auxiliaries which are conventionally used in the formulationof crop protection agents.

Essentially, suitable inert auxiliaries include: mineral oil fractionsof medium to high boiling point, such as kerosene and diesel oil,furthermore coal tar oils and oils of vegetable or animal origin,aliphatic, cyclic and aromatic hydrocarbons, eg. paraffins,tetrahydronaphthalene, alkylated naphthalenes and their derivatives,alkylated benzenes and their derivatives, alcohols such as methanol,ethanol, propanol, butanol and cyclohenanol, ketones such ascyclohexanone, strongly polar solvents, eg. amines such asN-methylpyrrolidone, and water.

Aqueous use forms can be prepared from emulsion concentrates,suspensions, pastes, wettable powders or water-dispersible granules byadding water. To prepare emulsions, pastes or oil dispersions, the4-(3-heterocyclyl-1-benzoyl)pyrazoles, either as such or dissolved in anoil or solvent, can be homogenized in water by means of a wetting agent,tackifier, dispersant or emulsifier. Alternatively, it is possible toprepare concentrates comprising active compound, wetting agent,tackifier, dispersant or emulsifier and, if desired, solvent or oil,which are suitable for dilution with water.

Suitable surfactants (adjuvants) are the alkali metal salts, alkalineearth metal salts and ammonium salts of aromatic sulfonic acids, eg.ligno-, phenol-, naphthalene- and dibutylnaphthalenesulfonic acid, andof fatty acids, alkyl- and alkylarylsulfonates, alkyl sulfates, laurylether sulfates and fatty alcohol sulfates, and salts of sulfated hexa-,hepta- and octadecanols, and also of fatty alcohol glycol ethers,condensates of sulfonated naphthalene and its derivatives withformaldehyde, condensates of naphthalene, or of the naphthalenesulfonicacids with phenol and formaldehyde, polyoxyethylene octylphenol ether,ethoxylated isooctyl-, octyl- or nonylphenol, alkylphenyl ortributylphenyl polyglycol ether, alkylaryl polyether alcohols,isotridecyl alcohol, fatty alcohol/ethylene oxide condensates,ethoxylated castor oil, polyoxyethylene alkyl ethers or polyoxypropylenealkyl ethers, lauryl alcohol polyglycol ether acetate, sorbitol esters,lignin-sulfite waste liquors or methylcellulose.

Powders, materials for broadcasting and dusts can be prepared by mixingor grinding the active compounds together with a solid carrier.

Granules, eg. coated granules, impregnated granules and homogeneousgranules, can be prepared by binding the active compounds to solidcarriers. Solid carriers are mineral earths, such as silicas, silicagels, silicates, talc, kaolin, limestone, lime, chalk, bole, loess,clay, dolomite, diatomaceous earth, calcium sulfate, magnesium sulfate,magnesium oxide, ground syntheticomaterials, fertilizers such asammonium sulfate, ammonium phosphate and ammonium nitrate, ureas, andproducts of vegetable origin, such as cereal meal, tree bark meal, woodmeal and nutshell meal, cellulose powders, or other solid carriers.

The concentrations of the compounds of the formula I in the ready-to-usepreparations can be varied within wide ranges. In general, theformulations comprise from 0.001 to 98% by weight, preferably 0.01 to95% by weight of at least one active compound. The active compounds areemployed in a purity of from 90% to 100%, preferably 95% to 100%(according to the NMR spectrum).

The following formulation examples illustrate the preparation of suchpreparations:

I. 20 parts by weight of the compound No. 2.1 are dissolved in a mixturecomposed of 80 parts by weight of alkylated benzene, 10 parts by weightof the adduct of 8 to 10 mol of ethylene oxide to 1 mol of oleic acidN-monoethanolamide, 5 parts by weight of calcium dodecylbenzenesulfonateand 5 parts by weight of the adduct of 40 mol of ethylene oxide to 1 molof castor oil. Pouring the solution into 100,000 parts by weight ofwater and finely distributing it therein gives an aqueous dispersionwhich comprises 0.02% by weight of the active compound.

II. 20 parts by weight of the compound No. 2.6 are dissolved in amixture composed of 40 parts by weight of cyclohexanone, 30 parts byweight of isobutanol, 20 parts by weight of the adduct of 7 mol ofethylene oxide to 1 mol of isooctylphenol and 10 parts by weight of theadduct of 40 mol of ethylene oxide to 1 mol of castor oil. Pouring thesolution into 100,000 parts by weight of water and finely distributingit therein gives an aqueous dispersion which comprises 0.02% by weightof the active compound.

III. 20 parts by weight of the active compound No. 2.18 are dissolved ina mixture composed of 25 parts by weight of cyclohexanone, 65 parts byweight of a mineral oil fraction of boiling point 210 to 280° C. and 10parts by weight of the adduct of 40 mol of ethylene oxide to 1 mol ofcastor oil. Pouring the solution into 100,000 parts by weight of waterand finely distributing it therein gives an aqueous dispersion whichcomprises 0.02% by weight of the active compound.

IV. 20 parts by weight of the active compound No. 2.27 are mixedthoroughly with 3 parts by weight of sodiumdiisobutylnaphthalenesulfonate, 17 parts by weight of the sodium salt ofa lignosulfonic acid from a sulfite waste liquor and 60 parts by weightof pulverulent silica gel, and the mixture is ground in a hammer mill.Finely distributing the mixture in 20,000 parts by weight of water givesa spray mixture which comprises 0.1% by weight of the active compound.

V. 3 parts by weight of the active compound No. 2.36 are mixed with 97parts by weight of finely divided kaolin. This gives a dust whichcomprises 3% by weight of active compound.

VI. 20 parts by weight of the active compound No. 2.37 are mixedintimately with 2 parts by weight of calcium dodecylbenzenesulfonate, 8parts by weight of fatty alcohol polyglycol ether, 2 parts by weight ofthe sodium salt of a phenol/urea/formaldehyde condensate and 68 parts byweight of a paraffinic mineral oil. This gives a stable oily dispersion.

II. 1 part by weight of the compound No. 2.45 is dissolved in a mixturecomposed of 70 parts by weight of cyclohexanone, 20 parts by weight ofethoxylated isooctylphenol and 10 parts by weight of ethoxylated castoroil. This gives a stable emulsion concentrate.

III. 1 part by weight of the compound No. 2.48 is dissolved in a mixturecomposed of 80 parts by weight of cyclohexanone and 20 parts by weightof Wettol® EM 31 (nonionic emulsifier based on ethoxylated castor oil).This gives a stable emulsion concentrate.

The compounds of the formula I or the herbicidal compositions can beapplied pre- or post-emergence. If the active compounds are less welltolerated by certain crop plants, application techniques may be used inwhich the herbicidal compositions are sprayed, with the aid of thespraying equipment, in such a way that they come into contact as littleas possible, if at all, with the leaves of the sensitive crop plants,while the active compounds reach the leaves of undesirable plantsgrowing underneath, or the bare soil surface (post-directed, lay-by).

The application rates of compound of the formula I are from 0.001 to3.0, preferably 0.01 to 1.0 kg/ha of active substance (a.s.), dependingon the control target, the season, the target plants and the growthstage.

To widen the activity spectrum and to achieve synergistic effects, the4-(3-heterocyclyl-1-benzoyl)pyrazoles of the formula I may be mixed witha large number of representatives of other herbicidal orgrowth-regulating active compound groups and then applied concomitantly.Suitable components for mixtures are, for example, 1,2,4-thiadiazoles,1,3,4-thiadiazoles, amides, aminophosphoric acid and its derivatives,aminotriazoles, anilides, (het)aryloxyalkanoic acids and theirderivatives, benzoic acid and its derivatives, benzothiadiazinones,2-(hetaroylaroyl)-1,3-cyclohexanediones, hetaryl aryl ketones,benzylisoxazolidinones, meta-CF₃ -phenyl derivatives, carbamates,quinolinecarboxylic acid and its derivatives, chloroacetanilides,cyclohexenone oxime ether derivatives, diazines, dichloropropionic acidand its derivatives, dihydrobenzofurans, dihydrofuran-3-ones,dinitroanilines, dinitrophenols, diphenyl ethers, dipyridyls,halocarboxylic acids and their derivatives, ureas, 3-phenyluracils,imidazoles, imidazolinones, N-phenyl-3,4,5,6-tetrahydrophthalimides,oxadiazoles, oxiranes, phenols, aryloxy- and hetaryloxyphenoxypropionicesters, phenylacetic acid and its derivatives, 2-phenylpropionic acidand its derivatives, pyrazoles, phenylpyrazoles, pyridazines,pyridinecarboxylic acid and its derivatives, pyrimidyl ethers,sulfonamides, sulfonylureas, triazines, triazinones, triazolinones,triazolecarboxamides and uracils.

It may furthermore be advantageous to apply the compounds of the formulaI, alone or else concomitantly in combination with other herbicides, inthe form of a mixture with other crop protection agents, for exampletogether with agents for controlling pests or phytopathogenic fungi orbacteria. Also of interest is the miscibility with mineral saltsolutions, which are employed for treating nutritional and trace elementdeficiencies. Non-phytotoxic oils and oil concentrates may also beadded.

USE EXAMPLES

The herbicidal activity of the 4-(3-heterocyclyl-1-benzoyl)pyrazoles ofthe Formula I was demonstrated by greenhouse experiments:

The culture containers used were plastic flower-pots containing loamysand with approximately 3.0% of humus as the substrate. The seeds of thetest plants were sown separately for each species.

For the pre-emergence treatment, the active compounds, which have beensuspended or emulsified in water, were applied directly after sowing bymeans of finely distributing nozzles. The containers were irrigatedgently to promote germination and growth and subsequently covered withtranslucent plastic hoods until the plants had rooted. This cover causesuniform germination of the test plants, unless this was adverselyaffected by the active compounds.

For the post-emergence treatment, the test plants were first grown to aheight of 3 to 15 cm, depending on the plant habit, and only thentreated with the active compounds which had been suspended or emulsifiedin water. The test plants were for this purpose either sown directly andgrown in the same containers, or they were first grown separately asseedlings and transplanted into the test containers a few days prior totreatment. The application rate for the post-emergence treatment was62.5 or 31.3 kg/ha of a.s. (active substance).

Depending on the species, the plants were kept at 10-25° C. or 20-35° C.. The test period extended over 2 to 4 weeks. During this time, theplants were tended, and their response to the individual treatments wasevaluated.

The evaluation was carried out using a scale from 0 to 100. 100 means noemergence of the plants, or complete destruction of at least the aerialparts and 0 means no damage, or normal course of growth.

The plants used in the greenhouse experiments belonged to the followingspecies:

    ______________________________________                                        Scientific name      Common name                                              ______________________________________                                        Abutilon theophrasti velvet leaf                                                Amaranthus retroflexus redroot pigweed                                        Echinochloa crus-galli barnyard grass                                         Setaria faberii giant foxtail                                               ______________________________________                                    

At application rates of 62.5 or 31.3 g/ha, the compound 2.37 (Table 2),applied by the post-emergence method, had a very good activity againstthe abovementioned mono- and dicotyledonous harmful plants.

We claim:
 1. A 4-(3-heterocyclyl-1-benzoyl)pyrazole of the formula I##STR635## where: R¹ and R³ are each hydrogen, nitro, halogen, cyano, C₁-C₆ -alkyl, C₁ -C₆ -haloalkyl, C₁ -C₆ -alkoxy, C₁ -C₆ -haloalkoxy, C₁-C₆ -alkylthio, C₁ -C₆ -haloalkylthio, C₁ -C₆ -alkylsulfinyl, C₁ -C₆-haloalkylsulfinyl, C₁ -C₆ -alkylsulfonyl, C₁ -C₆ -haloalkylsulfonyl,aminosulfonyl, N-(C₁ -C₆ -alkyl)aminosulfonyl, N,N-di(C₁ -C₆-alkyl)aminosulfonyl, N-(C₁ -C₆ -alkylsulfonyl)amino, N-(C₁ -C₆-haloalkylsulfonyl)amino, N-(C₁ -C₆ -alkyl)-N-(C₁ -C₆-alkylsulfonyl)amino or N-(C₁ -C₆ -alkyl)-N-(C₁ -C₆-haloalkylsulfonyl)amino;R² is an optionally substituted 5- or6-membered heterocyclyl radical which comprises, in addition to carbonring members, one to four identical or different hetero atoms selectedfrom the group consisting of: oxygen, sulfur and nitrogen; R⁴ ishydrogen, halogen or C₁ -C₆ -alkyl; R⁵ is a pyrazole radical of theformula II ##STR636## which is attached in position 4, where R⁶ is C₁-C₆ -alkyl; R⁷ is C₁ -C₆ -alkyl, C₃ -C₆ -alkenyl, C₃ -C₆ -haloalkenyl,C₃ -C₆ -alkynyl, C₃ -C₆ -haloalkynyl, C₃ -C₆ -cycloalkyl, C₁ -C₆-alkylcarbonyl, C₂ -C₆ -alkenylcarbonyl, C₂ -C₆ -alkynylcarbonyl, C₃ -C₆-cycloalkylcarbonyl, C₁ -C₆ -alkoxycarbonyl, C₃ -C₆ -alkenyloxycarbonyl,C₃ -C₆ -alkynyloxycarbonyl, (C₁ -C₆ -alkyl)aminocarbonyl, (C₃ -C₆-alkenyl)aminocarbonyl, (C₃ -C₆ -alkynyl)aminocarbonyl, di(C₁ -C₆-alkyl)aminocarbonyl, N-(C₃ -C₆ -alkenyl)-N-(C₁ -C₆-alkyl)aminocarbonyl, N-(C₃ -C₆ -alkynyl)-N-(C₁ -C₆-alkyl)aminocarbonyl, N-(C₁ -C₆ -alkoxy)-N-(C₁ -C₆ -alkyl)aminocarbonyl,N-(C₃ -C₆ -alkenyl)-N-(C₁ -C₆ -alkoxy)-aminocarbonyl, N-(C₃ -C₆-alkynyl)-N-(C₁ -C₆ -alkoxy)aminocarbonyl, di(C₁ -C₆-alkyl)aminothiocarbonyl, C₁ -C₆ -alkylcarbonyl-C₁ -C₆ -alkyl, C₁ -C₆-alkoxyimino-C₁ -C₆ -alkyl, N-(C₁ -C₆ -alkylamino)imino-C₁ -C₆ -alkyl orN-(di-C₁ -C₆ -alkylamino)-imino-C₁ -C₆ -alkyl, where the alkyl,cycloalkyl and alkoxy radicals mentioned may be partially or fullyhalogenated and may be substituted by one to three of the followinggroups: cyano, hydroxyl, C₁ -C₄ -alkoxy, C₁ -C₄ -alkylthio, di(C₁ -C₄-alkyl)amino, C₁ -C₄ -alkylcarbonyl, C₁ -C₄ -alkoxycarbonyl, C₁ -C₄-alkoxy-C₁ -C₄ -alkoxycarbonyl, di(C₁ -C₄ -alkyl)amino-C₁ -C₄-alkoxycarbonyl, hydroxycarbonyl, C₁ -C₄ -alkylaminocarbonyl, di(C₁ -C₄-alkyl)aminocarbonyl, aminocarbonyl, C₁ -C₄ -alkylcarbonyloxy or C₃ -C₆-cycloalkyl; is phenyl, heterocyclyl, phenyl-C₁ -C₆ -alkyl,heterocyclyl-C₁ -C₆ -alkyl, phenylcarbonyl-C₁ -C₆ -alkyl,heterocyclylcarbonyl-C₁ -C₆ -alkyl, phenylcarbonyl,heterocyclylcarbonyl, phenoxycarbonyl, heterocyclyloxycarbonyl,phenylaminocarbonyl, N-(C₁ -C₆ -alkyl)-N-(phenyl)-aminocarbonyl,heterocyclylaminocarbonyl, N-(C₁ -C₆-alkyl)-N-(heterocyclyl)-aminocarbonyl, phenyl-C₂ -C₆ -alkenylcarbonylor heterocyclyl-C₂ -C₆ -alkenylcarbonyl, where the phenyl and theheterocyclyl radical of the last 16 substituents may be partially orfully halogenated and may be substituted by one to three of thefollowing radicals: nitro, cyano, C₁ -C₄ -alkyl, C₁ -C₄ -haloalkyl, C₁-C₄ -alkoxy or C₁ -C₄ -haloalkoxy; R⁸ is hydrogen, C₁ -C₆ -alkyl or C₁-C₆ -haloalkyl;or an agriculturally useful salt thereof.
 2. The4-(3-heterocyclyl-1-benzoyl)pyrazole of the formula I defined in claim 1whereR⁷ is C₁ -C₆ -alkyl, C₃ -C₆ -alkenyl, C₃ -C₆ -haloalkenyl, C₃ -C₆-alkynyl, C₃ -C₆ -haloalkynyl, C₃ -C₆ -cycloalkyl, C₁ -C₆-alkylcarbonyl, C₂ -C₆ -alkenylcarbonyl, C₂ -C₆ -alkynylcarbonyl, C₃ -C₆-cycloalkylcarbonyl, C₁ -C₆ -alkoxycarbonyl, C₃ -C₆ -alkenyloxycarbonyl,C₃ -C₆ -alkynyloxycarbonyl, (C₁ -C₆ -alkyl)aminocarbonyl, (C₃ -C₆-alkenyl)aminocarbonyl, (C₃ -C₆ -alkynyl)aminocarbonyl, di(C₁ -C₆-alkyl)aminocarbonyl, N-(C₃ -C₆ -alkenyl)-N-(C₁ -C₆-alkyl)aminocarbonyl, N-(C₃ -C₆ -alkynyl)-N-(C₁ -C₆-alkyl)aminocarbonyl, N-(C₁ -C₆ -alkoxy)-N-(C₁ -C₆ -alkyl)aminocarbonyl,N-(C₃ -C₆ -alkenyl)-N-(C₁ -C₆ -alkoxy)aminocarbonyl, N-(C₃ -C₆-alkynyl)-N-(C₁ -C₆ -alkoxy)aminocarbonyl, di(C₁ -C₆-alkyl)aminothiocarbonyl, C₁ -C₆ -alkylcarbonyl-C₁ -C₆ -alkyl, C₁ -C₆-alkoxyimino-C₁ -C₆ -alkyl, N-(C₁ -C₆ -alkylamino)imino-C₁ -C₆ -alkyl orN-(di-C₁ -C₆ -alkylamino)imino-C₁ -C₆ -alkyl, where the alkyl,cycloalkyl and alkoxy radicals mentioned may be partially or fullyhalogenated and may be substituted by one to three of the followinggroups: cyano, C₁ -C₄ -alkoxy, C₁ -C₄ -alkylthio, di(C₁ -C₄-alkyl)amino, C₁ -C₄ -alkylcarbonyl, C₁ -C₄ -alkoxycarbonyl, C₁ -C₄-alkoxy-C₁ -C₄ -alkoxycarbonyl, di(C₁ -C₄ -alkyl)amino-C₁ -C₄-alkoxycarbonyl, hydroxycarbonyl, C₁ -C₄ -alkylaminocarbonyl, di(C₁ -C₄-alkyl)aminocarbonyl, aminocarbonyl, C₁ -C₄ -alkylcarbonyloxy or C₃ -C₆-cycloalkyl; phenyl, heterocyclyl, phenyl-C₁ -C₆ -alkyl, heterocyclyl-C₁-C₆ -alkyl, phenylcarbonyl-C₁ -C₆ -alkyl, heterocyclylcarbonyl-C₁ -C₆-alkyl, phenylcarbonyl, heterocyclylcarbonyl, phenoxycarbonyl,heterocyclyloxycarbonyl, phenylaminocarbonyl, N-(C₁ -C₆-alkyl)-N-(phenyl)-aminocarbonyl, heterocyclylaminocarbonyl, N-(C₁ -C₆-alkyl)-N-(heterocyclyl)-aminocarbonyl, phenyl-C₂ -C₆ -alkenylcarbonylor heterocyclyl-C₂ -C₆ -alkenylcarbonyl, where the phenyl and theheterocyclyl radical of the last 16 substituents may be partially orfully halogenated and may be substituted by one to three of thefollowing radicals: nitro, cyano, C₁ -C₄ -alkyl, C₁ -C₄ -haloalkyl, C₁-C₄ -alkoxy or C₁ -C₄ -haloalkoxy.
 3. The4-(3-heterocyclyl-1-benzoyl)pyrazole of the formula I defined in claim 1whereR⁷ is C₁ -C₆ -alkyl, C₃ -C₆ -alkenyl, C₃ -C₆ -alkynyl, C₁ -C₆-alkylcarbonyl, C₂ -C₆ -alkenylcarbonyl, C₃ -C₆ -cycloalkylcarbonyl, C₁-C₆ -alkoxycarbonyl, C₁ -C₆ -alkylaminocarbonyl, di(C₁ -C₆-alkyl)aminocarbonyl, N-(C₁ -C₆ -alkoxy)-N-(C₁ -C₆ -alkyl)aminocarbonyl,di(C₁ -C₆ -alkyl)aminothiocarbonyl, C₁ -C₆ -alkoxyimino-C₁ -C₆ -alkyl,where the alkyl, cycloalkyl and alkoxy radicals mentioned may bepartially or fully halogenated and may be substituted by one to three ofthe following groups: cyano, hydroxyl, C₁ -C₄ -alkoxy, C₁ -C₄-alkylthio, C₁ -C₄ -alkylcarbonyl, di(C₁ -C₄ -alkyl)amino, C₁ -C₄-alkoxycarbonyl, C₁ -C₄ -alkoxy-C₁ -C₄ -alkoxycarbonyl, di(C₁ -C₄-alkyl)amino-C₁ -C₄ -alkoxycarbonyl, hydroxycarbonyl, C₁ -C₄-alkylaminocarbonyl, di(C₁ -C₄ -alkyl)aminocarbonyl, aminocarbonyl, C₁-C₄ -alkylcarbonyloxy or C₃ -C₆ -cycloalkyl; phenyl, phenyl-C₁ -C₆-alkyl, phenylcarbonyl-C₁ -C₆ -alkyl, phenyl-C₂ -C₆ -alkenylcarbonyl orphenylcarbonyl, where the phenyl radical of the last 5 substituents maybe partially or fully halogenated and may be substituted by one to threeof the following radicals: nitro, cyano, C₁ -C₄ -alkyl, C₁ -C₄-haloalkyl, C₁ -C₄ -alkoxy or C₁ -C₄ -haloalkoxy.
 4. The4-(3-heterocyclyl-1-benzoyl)pyrazole of the formula I defined in claim 1whereR² is a 5- or 6-membered heterocyclic radical which contains, inaddition to carbon ring members, one to four identical or differenthetero atoms selected from the group consisting of: oxygen, sulfur andnitrogen, where the heterocyclic radical is unsubstituted or carries oneto three substituents selected from the group consisting of:halogen,cyano, nitro, C₁ -C₄ -alkyl, C₁ -C₄ -alkoxy-C₁ -C₄ -alkyl, di(C₁ -C₄-alkoxy)-C₁ -C₄ -alkyl, di(C₁ -C₄ -alkyl)amino-C₁ -C₄ -alkyl, [2,2-di(C₁-C₄ -alkyl)-hydrazino-1]-C₁ -C₄ -alkyl, C₁ -C₆ -alkyliminooxy-C₁ -C₄-alkyl, C₁ -C₄ -alkoxycarbonyl-C₁ -C₄ -alkyl, C₁ -C₄ -alkylthio-C₁ -C₄-alkyl, di(C₁ -C₄ -alkyl)aminocarbonyl-C₁ -C₄ -alkyl, C₁ -C₄ -haloalkyl,C₁ -C₄ -cyanoalkyl, C₃ -C₆ -cycloalkyl, C₁ -C₄ -alkoxy, C₁ -C₄-alkoxy-C₁ -C₄ -alkoxy, C₁ -C₄ -haloalkoxy, C₁ -C₄ -alkylthio, C₁ -C₄-haloalkylthio, di(C₁ -C₄ -alkyl)amino, C₁ -C₄ -alkylcarbonyl, C₁ -C₄-haloalkylcarbonyl, C₁ -C₄ -alkoxycarbonyl, C₁ -C₄ -alkoxy-C₁ -C₄-alkoxycarbonyl, C₁ -C₄ -haloalkoxycarbonyl, C₃ -C₆ -alkenyloxycarbonyl,C₃ -C₆ -alkynyloxycarbonyl, C₁ -C₄ -alkylaminocarbonyl, di(C₁ -C₄-alkyl)aminocarbonyl; phenyl or benzyl, where the last two substituentsmay in turn be partially or fully halogenated and may be substituted byone to three of the following groups: nitro, cyano, C₁ -C₄ -alkyl, C₁-C₄ -haloalkyl, C₁ -C₄ -alkoxy or C₁ -C₄ -haloalkoxy; hydroxyl, whichmay alternatively be present in the tautomeric form as an oxo group; C₃-C₆ -spirocycloalkane, where one carbon may be replaced by oxygen or bynitrogen with or without C₁ -C₄ -alkyl-substitution; andtogether with afused phenyl ring, a C₃ -C₆ -carbocycle or a 5- to 6-memberedheterocycle forms a bicyclic system, where the fused ring system may besubstituted by one to three substituents selected from the groupconsisting of: halogen, nitro, cyano, C₁ -C₄ -alkyl, C₁ -C₄ -haloalkyl,C₁ -C₄ -alkoxy and C₁ -C₄ -haloalkoxy.
 5. The4-(3-heterocyclyl-1-benzoyl)pyrazole of the formula I defined in claim 1where R⁴ is hydrogen.
 6. The 4-(3-heterocyclyl-1-benzoyl)pyrazole of theformula I defined in claim 1 whereR¹ and R³ are each nitro, halogen,cyano, C₁ -C₆ -alkyl, C₁ -C₆ -haloalkyl, C₁ -C₆ -alkoxy, C₁ -C₆-haloalkoxy, C₁ -C₆ -alkylthio, C₁ -C₆ -haloalkylthio, C₁ -C₆-alkylsulfinyl, C₁ -C₆ -haloalkylsulfinyl, C₁ -C₆ -alkylsulfonyl or C₁-C₆ -haloalkylsulfonyl.
 7. The 4-(3-heterocyclyl-1-benzoyl)pyrazole ofthe formula I defined in claim 1 whereR² is an optionally substituted5-membered carbon-linked heterocyclyl radical which contains, inaddition to carbon ring members, one to three identical or differenthetero atoms selected from the group consisting of: oxygen, sulfur andnitrogen.
 8. The 4-(3-heterocyclyl-1-benzoyl)pyrazole of the formula Idefined in claim 1 whereR² is a 5-membered carbon-linked heterocyclylradical which contains, in addition to carbon ring members, twoidentical or different hetero atoms selected from the group consistingof: oxygen, sulfur and nitrogen, and which is unsubstituted or which issubstituted by one to two radicals selected from the group consistingof: C₁ -C₄ -alkyl, C₃ -C₆ -cycloalkyl, C₁ -C₄ -haloalkyl, C₁ -C₄-alkoxy-C₁ -C₄ -alkyl, C₁ -C₄ -alkoxycarbonyl, C₁ -C₄ -alkoxy and C₃ -C₆-spirocycloalkane.
 9. The 4-(3-heterocyclyl-1-benzoyl)pyrazole of theformula I defined in claim 1 whereR² is an optionally substituted5-membered carbon-bonded saturated or partially saturated heterocyclylradical which contains in addition to carbon ring members, one to threeidentical or different hetero atoms selected from the group consistingof: oxygen, sulfur and nitrogen.
 10. The4-(3-heterocyclyl-1-benzoyl)pyrazole of the formula I defined in claim 1whereR² is an optionally substituted 5-membered carbon-bondedunsaturated heterocyclyl radical which contains, in addition to carbonring members, one to three identical or different hetero atoms selectedfrom the group consisting of: oxygen, sulfur and nitrogen.
 11. The4-(3-heterocyclyl-1-benzoyl)pyrazole of the formula I defined in claim 1whereR² is an optionally substituted 6-membered carbon-bonded saturated,partially saturated or unsaturated heterocyclyl radical which contains,in addition to carbon ring members, one to three identical or differenthetero atoms selected from the group consisting of: oxygen, sulfur andnitrogen.
 12. A process for preparing a4-(3-heterocyclyl-1-benzoyl)pyrazole of the formula I as defined inclaim 1, which comprises reacting a benzoyl compound of the formula III##STR637## with a compound of the formula IV

    L.sup.1 --R.sup.7                                          IV

wherein L¹ is a nucleophilically displaceable leaving group.
 13. Acomposition, which comprises a herbicidally effective amount of at leastone 4-(3-heterocyclyl-1-benzoyl)pyrazole of the formula I or anagriculturally useful salt of I as defined in claim 1, and auxiliarieswhich are customarily used for formulating crop protection agents.
 14. Aprocess for preparing the composition defined in claim 13, whichcomprises mixing a herbicidally effective amount of at least one4-(3-heterocyclyl-1-benzoyl)pyrazole of the formula I or anagriculturally useful salt of I and auxiliaries which are customarilyused for formulating crop protection agents.
 15. A method forcontrolling undesirable vegetation, which comprises treating a plant,its habitat or its seed with a herbicidally effective amount of at leastone 4-(3-heterocyclyl-1-benzoyl)pyrazole of the formula I or anagriculturally useful salt of I as defined in claim
 1. 16. The4-(3-heterocyclyl-1-benzoyl)pyrazole of the formula I defined in claim 1whereR¹ and R³ are each nitro, halogen, cyano, C₁ -C₆ -alkyl, C₁ -C₆-haloalkyl, C₁ -C₆ -alkoxy, C₁ -C₆ -haloalkoxy, C₁ -C₆ -alkythio, C₁ -C₆-haloalkylthio, C₁ -C₆ -alkylsulfinyl, C₁ -C₆ -haloalkylsulfinyl, C₁ -C₆-alkysulfonyl or C₁ -C₆ -haloalkylsufonyl, R² is an optional substituted5-membered carbon-bonded saturated or partially saturated heterocyclylradical which contains, in addition to carbon ring members, one to threeidentical or different hetero atoms selected from the group consistingof: oxygen, sulfur and nitrogen.
 17. The4-(3-heterocyclyl-1-benzoyl)pyrazole of the formula I defined in claim16 whereR¹ is nitro, halogen, C₁ -C₆ -alkyl, C₁ -C₆ -haloalkyl, C₁ -C₆-alkoxy, C₁ -C₆ -alkysulfonyl or C₁ -C₆ -haloalkylsulfonyl, and R³nitro, halogen, C₁ -C₆ -haloakyl, C₁ -C₆ -alkylsulfonyl or C₁ -C₆-haloalkylsulfonyl.
 18. The 4-(3-heterocyclyl-1-benzoyl)pyrazole of theformula I defined in claim 17 whereR² is optionally substitutedtetrahydrooxazol-2-yl, tetrahydrothiazoly-2-yl, 1,3-dioxolan-2yl,1,3oxathiolan-2-yl, 1,3-dithiolan-2-yl, 4,5-dihydroisoxazol-3-yl,4,5-dihydro-1-H-imidazol-2-yl, 4,5-dihydrooxazol-2-yl,4,5-dihydrothiazol-2-yl 3-H1,2,4-dithiazol-5-yl, 2H1,3,4-dithiazol-5-ylor 2H-1,3,4-oxathiazol-5-yl.
 19. The4-(3-heterocyclyl-1-benzoyl)pyrazole of the formula I defined in claim18 whereR⁷ is C₁ -C₆ -alkyl, C₃ -C₆ -alkenyl, C₃ -C₆ -alkynyl, C₁ -C₆-alkycarbonyl, C₂ -C₆ -alkenylcarbonyl, C₃ -C₆ -cycloalkylcarbonyl, C₁-C₆ -alkoxycarbonyl, C₁ -C₆ -alkylaminocarbonyl, di(C₁ -C₆-alkyl)aminocarbonyl, N-(C₁ -C₆ -alkoxy)-N-(C₁ -C₆ -alkyl)aminocarbonyl,di(C₁ -C₆ -alkyl)aminothiocarbonyl, C₁ -C₆ -alkoxyimino- C₁ -C₆ -alkyl,alkyl, where the alkyl, cycloalkyl and alkoxy radicals mentioned may bepartially or fully halogenated and may be substituted by one to three ofthe following groups: cyano, hydroxyl, C₁ -C₄ -alkoxy, C₁ -C₄-alkylthio, C₁ -C₄ -alkylcarbonyl, di(C₁ -C₄ -alkyl)amino, C₁ -C₄-alkoxycarbonyl, C₁ -C₄ -alkoxy- C₁ -C₄ -alkoxycarbonyl, di(C₁ -C₄-alkyl)amino-C₁ -C₄ -alkoxycarbonyl, hydroxycarbonyl, C₁ -C₄-alkylaminocarbonyl, di(C₁ -C₄ -alkyl)aminocarbonyl, aminocarbonyl, C₁-C₄ -alkylcarbonyloxy or C₃ -C₆ -cycloalkyl; pehyl, phenyl-C₁ -C₆-alkyl, phenylcarbonyl-C₁ -C₆ -alkyl, phenyl- C₂ -C₆ -alkenylcarbony orphenylcarbonyl, where the phenyl radical of the last 5 substituents maybe partially or fully halogenated and may be substituted by one to threeof the following radicals: nitro, cyano, C₁ -C₄ -alkyl, C₁ -C₄-haloalkyl, C₁ -C₄ -alkoxy or C₁ -C₄ -haloalkoxy.
 20. The4-(3-heterocyclyl-1-benzoyl)pyrazole of the formula I defined in claim19 whereR² is optionally substituted 4,5-dihydroisoxazol-3-yl.
 21. The4-(3-heterocyclyl-1-benzoyl)pyrazole of the formula I defined in claim20 where R⁴ is hydrogen.
 22. The 4-(3-heterocyclyl-1-benzoyl)pyrazole ofthe formula I defined in claim 16 whereR⁷ C₁ -C₆ - cyanoalkyl, C₁ -C₄-alkoxy-C₁ -C₆ -alkyl, C₁ -C₄ -alkylcar bonyloxy-C₁ -C₆ -alkyl, C₁ -C₄-alkoxycarbonyl-C₁ -C₆ -alkyl, C₁ -C₄ -alkoxy-C₁ -C₄ -alkoxycarbonyl-C₁-C₆ -alkyl, di(C₁ -C₄ -al kyl)amino-C₁ -C₄ -alkoxycarbonyl-C₁ -C₆-alkyl, C₁ -C₄ -alkylamino carbonyl-C₁ -C₆ -alkyl, di-(C₁ -C₄-alkyl)aminocarbonyl-C₁ -C₆ -al- kyl, C₃ -C₆ -alkenyl, C₃ -C₆ alkynyl,C₃ -C₆ -alkenylcarbonyl, N-(C₁ -C₆ -alkoxy)-N-(C₁ -C₆-alkyl)aminocarbonyl, or di(C₁ -C₆ -alkyl)aminothiocarbonyl.
 23. The4-(3-heterocyclyl-1-benzoyl)pyrazole of the formula I defined in claim16 whereR¹ is methyl or ethyl, R³ is methylsulfonyl or ethylsulfonyl, R⁷is C₁ -C₆ -alkyl, C₁ -C₄ -alkoxy-C₁ -C₆ -alkyl, C₁ -C₄-alkylcarbonyloxy-C₁ -C₆ -alkyl, C₁ -C₄ -alkoxycarbonyl-C₁ -C₆ -alkyl,C₁ -C₄ -alkoxy-C₁ -C₄ -alkoxycarbonyl-C₁ -C₆ -alkl, di(C₁ -C₄-alkyl)amino-C₁ -C₄ -alkoxycarbonyl-C₁ -C₆ -alkyl C₁ -C₄-alkylaminocarbonyl-C₁ -C₆ -alkyl, di(C₁ -C₄ -alkyl)aminocarbonyl-C₁ -C₆-alkyl, C₃ -C₆ -alkenyl, C₃ -C₆ -alkynyl, C₁ -C₆ -alkoxycarbonyl, C₃ -C₆-alkenylcarbonyl, C₁ -C₆ -alkoxycarbonyl, di(C₁ -C₆-alkyl)aminocarbonyl, N-(C₁ -C₆ -alkoxy)-N-(C₁ -C₆ -alkyl)aminocarbonylor di(C₁ -C₆ -alkyl)aminothiocarbonyl, phenylcarbonyl-C₁ -C₆ -alkyl,phenylcarbonyl-C₂ -C₆ -alkenyl or phenylcarbonyl, where the phenylradical of the last 3 substituents may be partially or fully halogenatedand may be substituted by one to three of the following radicals: nitro,cyano, C₁ -C₄ -alkyl, C₁ -C₄ -haloalkyl, C₁ -C₄ -alkoxy or C₁ -C₄-haloalkoxy.
 24. The 4-(3-heterocyclyl-1-benzoyl)pyrazole of the formulaI defined in claim 23 whereR⁷ is C₁ -C₆ -alkyl, C₁ -C₆ -cyanoalkyl, C₁-C₄ -alkoxy-C₁ -C₆ -alkyl, C₁ -C₄ -alkylcarbonyloxy-C₁ -C₆ -alkyl, C₁-C₄ -alkoxycarbonyl-C₁ -C₆ -alkyl, C₁ -C₄ -alkoxy-C₁ -C₄-alkoxycarbonyl-C₁ -C₆ -alkl, di(C₁ -C₄ -alkyl)amino-C₁ -C₄-alkoxycarbonyl-C₁ -C₆ -alkyl, C₁ -C₄ -alkylaminocarbonyl-C₁ -C₆ -alkyl,di(C₁ -C₄ -alkyl)aminocarbonyl-C₁ -C₆ -alkyl, C₃ -C₆ -alkenyl, C₃ -C₆-alkynyl, C₁ -C₆ -alkoxycarbonyl, C₃ -C₆ -alkenylcarbonyl, C₁ -C₆-alkoxycarbonyl, di(C₁ -C₆ -alkyl)aminocarbonyl, N-(C₁ -C₆-alkoxy)-N-(C₁ -C₆ -alkyl)aminocarbonyl or di(C₁ -C₆-alkyl)aminothiocarbonyl, phenylcarbonyl-C₂ -C₆ -alkenyl orphenylcarbonyl, where the phenyl radical of the last 2 substituents maybe partially or fully halogenated and may be substituted by one to threeof the following radicals: nitro, cyano, C₁ -C₄ -alkyl, C₁ -C₄-haloalkyl, C₁ -C₄ -alkoxy or C₁ -C₄ -haloalkoxy.
 25. The4-(3-heterocyclyl-1-benzoyl)pyrazole of the formula I defined in claim16 whereR¹ is methyl or ethyl, R² is optionally substituted 2-furyl,3-thienyl, pyrrol-1-yl, pyrrol-2-yl, pyrazol-3-yl, pyrazol-4-yl,isoxazol-3-yl, isoxazol-4-yl, isothiazol-3-yl, oxazol-2-yl, oxazol-5-yl,thiazol-2-yl, thiazol-4-yl, thiazol-5-yl, 1,2,4- oxadiazol-3yl, 1,2,4-thiadiazol-5yl, 1,3,4- thiadiazol-2yl, 1,2,4- triadiazol-1yl, 1,2,4-triadiazol-3yl, R³ is methylsulfonyl or ethylsufonyl, and R⁷ is C₁ -C₆-alkyl, C₃ -C₆ -alkenyl, C₃ -C₆ -alkynyl, C₁ -C₆ -alkylcarbonyl, C₂ -C₆-alkenylcarbonyl, C₃ -C₆ -cycloalkylcarbonyl, C₁ -C₆ -alkoxycarbonyl, C₁-C₆ -alkylaminocarbonyl, di(C₁ -C₆ -alkyl)aminocarbonyl, N-(C₁ -C₆-alkoxy)-N-(C₁ -C₆ -alkyl)aminocarbonyl, di(C₁ -C₆-alkyl)aminothiocarbonyl, or C₁ -C₆ -alkoxyimino-C₁ -C₆ -alkyl, wherethe alkyl, cycloalkyl and alkoxy radicals may be partially or fullyhalogenated and may be substituted by one to three of the followinggroups: cyano, hydroxyl, C₁ -C₄ -alkoxy, C₁ -C₄ -alkylthio, C₁ -C₄-alkylcarbonyl, di(C₁ -C₄ -alkyl)amino, C₁ -C₄ -alkoxycarbonyl, C₁ -C₄-alkoxy-C₁ -C₄ -alkoxycarbonyl, di(C₁ -C₄ -alkyl)amino-C₁ -C₄-alkoxycarbonyl, hydroxycarbonyl, C₁ -C₄ -alkylaminocarbonyl, di(C₁ -C₄-alkyl)aminocarbonyl, aminocarbonyl, C₁ -C₄ -alkylcarbonyloxy or C₃ -C₆-cycloalkyl.
 26. The 4-(3-heterocyclyl-1-benzoyl)pyrazole of the formulaI defined in claim 1 whereR² is an optionally substituted 6-memberedcarbon-bonded saturated or partially saturated heterocyclyl radicalwhich contains, in addition to carbon ring members, one to threeidentical or different hetero atoms selected from the group consistingof: oxygen, sulfur and nitrogen, and is hydrogen.
 27. The4-(3-heterocyclyl-1-benzoyl)pyrazole of the formula I defined in claim26 whereR¹ and R³ are each nitro, halogen, cyano, C¹ -C⁶ -alkyl, C¹ -C⁶-haloalkyl, C¹ -C⁶ -alkoxy, C¹ -C⁶ -haloalkoxy, C¹ -C⁶ -alkylthio, C¹-C⁶ -haloalkylthio, C¹ -C⁶ -alkylsulfinyl, C¹ -C⁶ -haloalkylsulfinyl, C¹-C⁶ -alkylsufonyl or C¹ -C⁶ -haloalkylsufonyl
 28. The4-(3-heterocyclyl-1-benzoyl)pyrazole of the formula I defined in claim26 whereR¹ is nitro, halogen, C¹ -C⁶ -alkyl, C¹ -C⁶ -haloalkyl, C¹ -C⁶-alkoxy, C¹ -C⁶ -alkylsulfonyl or C¹ -C⁶ -haloalkylsulfony, and R³ isnitro, halogen, C¹ -C⁶ -haloalkyl, C¹ -C⁶ -alkylsulfonyl or C¹ -C⁶-haloalkylsulfonyl.